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Небесная энциклопедия

Космические корабли и станции, автоматические КА и методы их проектирования, бортовые комплексы управления, системы и средства жизнеобеспечения, особенности технологии производства ракетно-космических систем

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Мониторинг СМИ

Мониторинг СМИ и социальных сетей. Сканирование интернета, новостных сайтов, специализированных контентных площадок на базе мессенджеров. Гибкие настройки фильтров и первоначальных источников.

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Применить Всего найдено 2186. Отображено 196.
27-11-2011 дата публикации

СПОСОБ АСИММЕТРИЧЕСКОГО АЛКИНИЛИРОВАНИЯ СЛОЖНЫХ АЛЬФА-ИМИНОЭФИРОВ

Номер: RU2434847C2

Изобретение относится к способу получения энантиомерного избытка асимметрически алкинилированных сложных α-аминоэфиров формулы ! в которой R1 и R2 независимо обозначают C1-7-алкил, необязательно замещенный фенилом или триметилсилилом, или С3-5-циклоалкил; Y обозначает Н или защитную группу атома азота. Способ включает взаимодействие в присутствии катализатора сложного α-иминоэфира формулы в которой R1 и Y имеют значения, указанные для формулы III, с алкином, содержащим концевую тройную связь, формулы , в которой R2 имеет значения, указанные для формулы III. Используемый катализатор включает комплекс переходного металла CuPF6·4MeCN или CuOTf·0,5С6Н6 и хирального лиганда, выбранного из группы, включающей ! ! их энантиомеров и смеси их энантиомеров. Способ позволяет с хорошими выходами и значениями ее получать асимметрически алкинилированные сложные α-аминоэфиры формулы (III), которые могут использоваться в синтезе оптически активных производных не встречающихся в природе аминокислот. 2 з.п ...

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10-04-2014 дата публикации

ЭНАНТИОСЕЛЕКТИВНЫЙ СИНТЕЗ ПРОИЗВОДНЫХ ГАММА-АМИНО-АЛЬФА, БЕТА-НЕНАСЫЩЕННЫХ КАРБОНОВЫХ КИСЛОТ

Номер: RU2512499C2
Принадлежит: НОВАРТИС АГ (CH)

Изобретение относится к способу энантиоселективного аллильного аминирования производных α,β-ненасыщенных карбоновых кислот с получением энантиомерно обогащенных производных, описываемых формулами II, III, VII и VIII. Способ осуществляют путем взаимодействия рацемической смеси производного карбоновой кислоты с хиральным лигандом на катализаторе [Pd(аллил)Cl]в присутствии нуклеофильного реагента, выбранного из фталимида калия или амина формулы R1R2NH, где R1 представляет собой бензильную, н-бутильную или циклогексильную группу, R2 представляет собой водород или бензильную группу. Технический результат - энантиоселективное катализируемое палладием аллильное аминирование производных α,β-ненасыщенных карбоновых кислот с получением продуктов с увеличенным энантиомерным избытком. 2 н. и 8 з.п. ф-лы, 6 ил., 3 табл., 48 пр.

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20-02-2016 дата публикации

СПОСОБ ЭЛЕКТРОХИМИЧЕСКОГО СТЕРЕОСЕЛЕКТИВНОГО α-ГИДРОКСИАЛКИЛИРОВАНИЯ ГЛИЦИНА

Номер: RU2575710C1

Изобретение относится к области органической химии и электрохимии, конкретно к способу стереоселективного α-гидроксиалкилирования глицина путем введения его в виде основания Шиффа в координационную сферу комплекса Ni(II) с хиральным лигандом ((S)-2N-(N′-бензилпролил)аминобензофеноном), после чего осуществляют взаимодействие с реагентом. При этом в качестве реагента и растворителя используют алифатический спирт и проводят one-pot электрохимический процесс путем гальваностатического электролиза вышеуказанной смеси в присутствии КОН. Целевые продукты выделяют известными методами. Предлагаемый способ позволяет технологично и удобно получать целевые оптически активные β-гидрокси-α-аминокислоты с использованием более дешевых и доступных реагентов. 1 з.п. ф-лы, 8 пр.

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20-04-2014 дата публикации

СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ ИЗОСЕРИНА

Номер: RU2012143741A
Принадлежит:

... 1. Способ получения соединений общей формулыв которой Rпредставляет собой линейную или разветвленную C-Cалкильную группу, незамещенную или замещенную арильную или гетероарильную группу; Rпредставляет собой линейную или разветвленную C-Cалкильную группу, арилалкильную группу; Rпредставляет собой Н, C-Cалкильную группу;включающий:- реакцию силильного эфира енола общей формулы 3, в которой Rпредставляет собой Me, Et, а Rпредставляет собой Me, Et, и имина общей формулы 4, в которой Rявляется линейной или разветвленной алкильной группой C-C, арилалкильной группой, незамещенной или замещенной арильной группой, гетероарильной группой, Rявляется линейной или разветвленной алкильной группой C-Cили арилалкильной группой;- алкоголиз или гидролиз полученных промежуточных соединений общей формулы(3R*,5S*,6S*,1'S*) и 6 (3R*,5S*,6S*,1'R*), в которых Rпредставляет собой линейную или разветвленную C-Cалкильную группу, арилалкильную группу, незамещенную или замещенную арильную группу, гетероарильную группу ...

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10-12-1998 дата публикации

НОВЫЙ ВЫСОКОЭНАНТИОСЕЛЕКТИВНЫЙ СПОСОБ ПОЛУЧЕНИЯ ЧИСТЫХ ЭНАНТИОМЕРОВ ЦИКЛОПЕНТАН-И-ПЕНТЕН-β- АМИНОКИСЛОТ

Номер: RU96117258A
Принадлежит:

... 1. Способ получения чистых энантиомеров циклопентан-и-петен--β-аминокислот общей формулы (I) где A и L атомы водорода или A и D или E и L вместе образуют одну двойную связь. D и E одинаковые или различные и означают атомы водорода, галогена, гидроксил или же линейный или разветвленный алкил с числом атомов углерода до восьми, который может быть одинаково или различно моно- и дизамещен галогеном, гидроксилом, фенилом, бензилоксигруппой, карбоксилом, а также линейным или разветвленным алкоксилом, ацилом или алкоксикарбонилом, в каждом из которых содержится до шести углеродных атомов, или группой формулы -NR4R5, где R4 и R5 одинаковые или различные и означают водород, фенил, а также линейный или разветвленный алкил с числом атомов углерода до шести, или D и E вместе соответствуют остатку формулы или оксимной группе =N-OH, где R6 и R7 одинаковые или различные и означают водород, галоген или линейный или же разветвленный алкил, алкоксил или оксиацил с числом углеродных атомов в каждом до восьми ...

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23-03-1992 дата публикации

Способ получения гидрохлоридов (-)- @ -арил- @ -аминомасляных кислот

Номер: SU1721047A1
Принадлежит:

Изобретение относится к аминокислотам , в частности к получению гидрохлоридов (-)- /3-арил-у -аминомасляных кислот общей формулы: HCI-HaN-CHa-CHfAr)СН2-С (0)-ОН, где Аг СбН5, 4 - СНзСеН4, 4 - СНзОСбН4 или 3-(NH2 НС)-СбН4- обладающих противосудорожной активностью, транквилизирующими и седативными свойствами , что может быть использовано в медицине . Цель - увеличение выхода целевых продуктов. Синтез ведут реакцией ментило- вого эфира коричной кислоты или ее замешенного производного с нитрометаном в условиях межфазного катализа в присутствии (С2Нб)4М® BI°B среде ( (0)H с последующим гидрированием промежуточного нитропроизводного в присутствии скелетного никелевого катализатора и гидролизом полученного аминоэфира HCI при кипении. Выход 55-77%. Эти условия увеличивают выход целевых продуктов до 55-77% (против 30-45%) и исключают стадию дробной кристаллизации с (-)- Јфенил- этиламином. 1 табл.

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11-05-2006 дата публикации

Verfahren zur Herstellung der Enantiomere der 2-substituierten beta-Aminosäuren

Номер: DE0010107528B4
Принадлежит: CHIROBLOCK GMBH

Verfahren zur Herstellung der Enantiomere der 2-substituierten-beta-Aminosäuren, dadurch gekennzeichnet, dass - Nitroacrylsäureester mit - Trialkylaluminiumverbindungen - in Gegenwart von katalytischen Mengen - eines Kupfersalzkomplexes - mit 0,2 mol% bis maximal 1 mol% einer Phosphorverbindung des Binaphthyls - in aprotischen Lösungsmitteln - bei Temperaturen unter 0°C - umgesetzt werden und - das entstehende Additionsprodukt in an sich bekannter Weise - hydriert wird, - der Ester verseift und abgespalten wird und - das Endprodukt durch Kristallisation gereinigt und gewonnen wird.

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26-03-1975 дата публикации

STARTING MATERIAL AND PROCESS FOR THE PREPARATION OF D- - 2- AMINO-2-P-HYDROXYPHENYL- ACETIC ACID

Номер: GB0001388341A
Автор:
Принадлежит:

... 1388341 D(-) - 2 - amino - 2 - (p - hydroxyphenyl)acetonitrile - L(+) - hemitartrate CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA RT 7 Aug 1973 [11 Aug 1972] 37434/73 Heading C2C The invention comprises D(-)-2-amino-2-(phydroxyphenyl) - acetonitrile - L( +) - hemitartrate and a process for its preparation whereby DL-2-amino-2-(p-hydroxy phenyl)-acetonitrile is reacted with L(+)-tartaric acid in the presence of an organic solvent such as an aromatic hydrocarbon (e.g. benzene, toluene or xylene) and/or an ester, (e.g. ethylacetate, butylacetate) and/or a ketone (e.g. methyl-ethylketone or methyl-isobutyl-ketone) and/or an alcohol (e.g. methanol or ethanol). The D(-)-2- amino - 2 - (p - hydroxy phenyl) - acetonitrile- L(+) - hemitartrate may be acid hydrolysed to produce D-(-)-2-amino-2-(p-hydroxy phenyl)- acetic acid and salts thereof.

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30-09-2002 дата публикации

Novel method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)alamine esters and use in sythesis of perindopril

Номер: AP0200202628A0
Автор:
Принадлежит:

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30-09-2002 дата публикации

Method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)-alanine esters and use in sythesis of perindopril

Номер: AP0200202639D0
Автор:
Принадлежит:

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31-12-2005 дата публикации

Novel method for synthesis of N-Ä(S)-1-carboxybutylÜ-(S)-alanine esters and use in synthesis of perindopril.

Номер: AP0000001483A
Автор: SOUVIE JEAN-CLAUDE
Принадлежит:

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24-05-2005 дата публикации

Method for synthesis of N-[(S)-1-carboxybutyl]-(S)-alanine esters and use in synthesis of perindopril.

Номер: AP0000001417A
Принадлежит:

Stereoselective process for the industrial synthesis of compounds of formula (I): Wherein R represents a linear or branched (C1-C6) alkyl group. Application in the synthesis of perindopril and pharmaceutically acceptable salts thereof.

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30-09-2002 дата публикации

Novel method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)alamine esters and use in sythesis of perindopril

Номер: AP2002002628A0
Автор:
Принадлежит:

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30-09-2002 дата публикации

Method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)-alanine esters and use in sythesis of perindopril

Номер: AP2002002639A0
Автор:
Принадлежит:

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30-04-2006 дата публикации

Amino acids with affinity for the alpha2delta-protein.

Номер: AP2006003544A0
Принадлежит:

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30-11-1990 дата публикации

Process of synthesis of acid alpha amino NR alkyls and their esters. Application to the synthesis of carboxyalkyl dipeptides

Номер: OA0000008959A
Автор:
Принадлежит:

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08-12-2003 дата публикации

Method for synthesis of N-Ä(S)-1-carboxybutylÜ-(S)-alanine esters and use in synthesis of perindopril.

Номер: OA0000012246A
Принадлежит:

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12-05-2006 дата публикации

Novel method for synthesis of N-Ä(S)-1-carboxybutylÜ-(S)-alanine esters and use in synthesis of perindopril.

Номер: OA0000012324A
Автор: SOUVIE JEAN-CLAUDE
Принадлежит:

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30-09-2002 дата публикации

Novel method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)alamine esters and use in sythesis of perindopril

Номер: AP0200202628D0
Автор:
Принадлежит:

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30-04-2006 дата публикации

Amino acids with affinity for the alpha2delta-protein.

Номер: AP0200603544A0
Принадлежит:

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30-04-2006 дата публикации

Amino acids with affinity for the alpha2delta-protein.

Номер: AP0200603544D0
Принадлежит:

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30-09-2002 дата публикации

Method for sythesis of n-Ä(s)-1-carboxybutylÜ-(s)-alanine esters and use in sythesis of perindopril

Номер: AP0200202639A0
Автор:
Принадлежит:

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15-11-2006 дата публикации

PROCEDURE FOR the PRODUCTION OF 2-AMINO BICYCLO (3.1.0) HEXAN-2,6-DICARBONSÄURE-DERIVATEN

Номер: AT0000501853A1
Автор:
Принадлежит:

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15-02-1975 дата публикации

PROCEDURE FOR the PRODUCTION OF 3-FLUOR-D-ALANIN

Номер: AT0000079273A
Автор:
Принадлежит:

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15-09-1990 дата публикации

SUBSTITUTED DIOXANONE, PROCEDURES FOR THEIR PRODUCTION AND THEIR USE.

Номер: AT0000055769T
Принадлежит:

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12-06-1978 дата публикации

PROCEDURE FOR THE PRODUCTION OF OPTICALLY ACTIVE ONES ALPHA AMINOSAUREN AND YOUR ESTERS AND/OR SALTS

Номер: AT0000343630B
Автор:
Принадлежит:

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15-03-2005 дата публикации

COENZYM FOR THE PRODUCTION OF L-CARNITIN

Номер: AT0000290096T
Принадлежит:

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28-02-1980 дата публикации

PRODUCTION OF HERBICIDALLY-ACTIVE COMPOUNDS

Номер: AU0000507720B2
Принадлежит:

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09-10-2000 дата публикации

Catalyst and process for producing optically active beta amino acids and esters

Номер: AU0003625400A
Принадлежит:

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25-07-1974 дата публикации

PRODUCTION OF 3-FLUORO-D-ALAMINE

Номер: AU0005136973A
Принадлежит:

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09-08-2001 дата публикации

NOVEL METHOD FOR SYNTHESIS OF N-[(S)-1-CARBOXYBUTYL]-(S)-ALANINE ESTERS AND USE IN SYNTHESIS OF PERINDOPRIL

Номер: CA0002404700A1
Автор: SOUVIE, JEAN-CLAUDE
Принадлежит:

Procédé stéréosélectif de synthèse industrielle de dérivés de formule (I): dans laquelle R représente un groupement alkyle (C1-C6) linéaire ou ramifié, à partir du S-norvalinate d'éthyle et le pyruvate de sodium. Application à la synthèse du perindopril et de ses sels pharmaceutiquement acceptables.

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28-10-1999 дата публикации

ANTHRANILIC ACID DERIVATIVES AS INHIBITORS OF THE CGMP-PHOSPHODIESTERASE

Номер: CA0002328413A1
Принадлежит:

Compounds of formula (I) wherein R1 is hydrogen or halogen; R2 is electron withdrawing group; R3 is hydrogen, hydroxy, lower alkoxy, cycloalkyl, substituted or unsubstituted aryl or substituted or unsubstituted, unsaturated heterocycle; A is lower alkylene; R4 is lower alkoxy, substituted or unsubstituted, saturated or unsaturated heterocycle, substituted or unsubstituted amino, -CH2-R5, -CR6R7R8 wherein R6 and R7 are each independently carboxy, protected carboxy, substituted or unsubstituted carbamoyl, or substituted or unsubstituted lower alkyl, or R6 and R7 together with the carbon atom to which they are attached may form substituted or unsubstituted, saturated carbocycle, or substituted or unsubstituted, unsaturated carbocycle, and R8 is hydrogen, lower alkoxy, or substituted or unsubstituted lower alkyl; provided that when R4 is -CR6R7R8 wherein R6 and R7 are each independently substituted or unsubstituted lower alkyl, and R8 is hydrogen or lower alkyl, or when R4 is -CH2-R5, R3 should ...

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17-07-2008 дата публикации

PROCESS FOR PREPARING 5-BIPHENYL-4-AMINO-2-METHYL PENTANOIC ACID

Номер: CA0002674291A1
Принадлежит:

The present invention relates to pyrrolidin-2-ones according to the formu la (1), or salts thereof, wherein R1 is hydrogen or a nitrogen protecting gr oup, methods for their preparation and their use in the preparation of NEP-i nhibitors, particularly in the preparation of N-(3-carboxyl-1-oxopropyl)-(4S )-(p-phenylphenylmethyl)-4-amino-(2R)-methyl butanoic acid ethyl ester or sa lt thereof.

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06-10-1981 дата публикации

PRODUCTION OF HERBICIDALLY-ACTIVE COMPOUNDS

Номер: CA0001110268A1
Принадлежит:

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13-07-2000 дата публикации

.ALPHA.-SUBSTITUTION OF UNPROTECTED .BETA.-AMINO ESTER COMPOUNDS

Номер: CA0002358560A1
Принадлежит:

... ▓▓▓Methods for stereoselective substitution in which a (mono or un)-.alpha.-▓substituted unprotected .beta.-amino ester compound or salt thereof is reacted ▓with an aliphatic electrophile in the presence of a base selected from alkyl ▓lithium compounds, lithium hybride, lithium amide, lithium dialkyl amides and ▓alkali hexamethyldisilylamines.▓ ...

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29-03-2007 дата публикации

AN ASYMMETRIC SYNTHESIS OF (S)-(+)-3- (AMINOMETHYL)-5-METHYLHEXANOIC ACID

Номер: CA0002619473A1
Принадлежит:

The invention encompasses processes for the synthesis of (S)-(+)-3- (aminomethyl)-5-methylhexanoic acid, (S)-Pregabalin, and intermediates of (S)- Pregabalin.

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17-03-1981 дата публикации

PROCESS FOR THE PRODUCTION OF PHENYLACETIC ACID DERIVATIVES

Номер: CA0001097682A1
Автор: BOUCHARA EMILE
Принадлежит:

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08-03-2001 дата публикации

PROCESSES FOR THE PREPARATION OF OXO-OXAZOLINE OR ALLOAMINO ACID DERIVATIVES

Номер: CA0002383300A1
Принадлежит: Individual

A process for the preparation of compounds of general formula (I-A) or (I-B) which comprises the reaction step (A) or (B) (wherein R1 is optionally substituted lower alkyl or the like; R2 is lower alkyl, optionally substitut ed aralkyl, or the like; and R3 is lower alkyl), characterized by treating a compound of general formula (II-A) or (II-B) with thionyl chloride.

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16-01-2003 дата публикации

PROCESS FOR THE PREPARATION OF 7-AMINO SYN 3,5-DIHYDROXY HEPTANOIC ACID DERIVATIVES, INTERMEDIATES THEREOF AND METHODS FOR THEIR PREPARATION

Номер: CA0002453211A1
Принадлежит:

The invention relates to synthesis methods for the preparation of the intermediates, which are suitable for the preparation of statin derivatives, especially to synthesis methods of the intermediate of formula (VI) wherein Ra' and Rc' are each independently of the other hydrogen or hydroxy-protecting group or together are a bridging hydroxy-protecting group, and Rb is a carboxy- protecting group, which methods are carried out by conversion of the intermediate of formula (XVI) wherein Ra' and Rc' are each independently of the other hydrogen or a hydroxy-protecting group, R* and R** are each independently of the other hydrogen or an amide-protecting group, and Rb is a carboxy-protecting group; which methods proceed to further intermediates and methods for their preparation.

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22-06-2010 дата публикации

NOVEL METHOD FOR SYNTHESIZING ESTERS OF N-[(S)-1-CARBOXYBUTYL]-(S)-ALANINE AND USE THEREOF FOR SYNTHESIZING PERINDOPRIL

Номер: CA0002536926C
Принадлежит: LES LABORATOIRES SERVIER

Procedé de synthèse de dérivés de formule (I): dans laquelle R représente un groupement alkyle (C1-C6) linéaire ou ramifié. Application à la synthèse du perindopril et de ses sels pharmaceutiquement acceptables.

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16-02-2006 дата публикации

DIASTEREOSELECTIVE REDUCTIVE AMINATION PROCESS

Номер: CA0002575139A1
Принадлежит:

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26-10-2004 дата публикации

IMPROVED PROCESS FOR MANUFACTURING L-(-)-CARNITINE FROM WASTE PRODUCTS HAVING OPPOSITE CONFIGURATION

Номер: CA0002120811C

Manufacturing of L-(-)-carnitine from starting compounds containing an asymmetrical carbon atom having a configuration opposite to that of L-(-)-carnitine is set out utilizing as the starting compound D-(+)- carnitinamide or D-(+)-carnitinenitrile which is then converted to acyl D-(+)-carnitinenitrile or acyl D-(+)-carnitinamide followed by acid hydrolys is to D-(+)-carnitine followed by lactonizing to the lactone of L-(-)-carnitine a nd finally converting the resulting product to L-(-)-carnitine.

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20-03-1997 дата публикации

METHOD OF PREPARING OPTICALLY ACTIVE .ALPHA.-AMINO ACIDS AND .ALPHA.-AMINO ACID DERIVATIVES

Номер: CA0002230997A1
Принадлежит:

The invention concerns a novel method of preparing optically active amino acids and amino acid derivatives of general formula (I), in which *, X and R1 to R4 have the meanings given in the description. High yields of the enantiomerically-pure compounds of formula (I) are obtained from commercial ()-menthol or (+)-menthol. The method is particularly suitable for preparing sterically demanding amino acids and amino acid derivatives.

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04-05-2004 дата публикации

NOVEL STEREOSELECTIVE PROCESSES FOR THE PREPARATION OF GABAPENTIN ANALOGUES

Номер: CA0002295993C

This invention is novel processes for the stereoselective preparation of gabapentin analogues.

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28-11-2000 дата публикации

PROCESS FOR PRODUCING NORSTATIN DERIVATIVES

Номер: CA0002309530A1
Принадлежит:

This invention to provide a process for producing an optically active threo-phenylnorstatin derivative which does not require a toxic cyanating agent or a costly reagent, or a complicated procedure, and can be practiced on a commercial scale. This invention is directed to a process for producing a .beta.-amino-.alpha.-hydroxy acid derivative which comprises treating either a .gamma.-amino- .beta.-keto sulfoxide derivative with a halogenating agent to produce a .gamma.-amino-.alpha.-halo-.beta.-keto sulfoxide derivative, treating the same with an acid and an alcohol to produce a .beta. -amino- .alpha. -keto ester derivative or .beta.-amino- .alpha.-keto acid derivative, and followed by reducing.

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31-01-1971 дата публикации

Dialkoxyphenylalanine

Номер: CH0000502305A
Принадлежит: MERCK & CO INC, MERCK & CO., INC.

The process R1=an alkyl group; M=an alkali metal; n= 1 or 2; R2=an alkyl group (preferably low); X=halogen, sulfoxy, tosyl or mesyl. alpha-Methyl (3.4-dihydroxyphenyl)alanine (alpha-methyl DOPA) is an active anti-hypertensive. The 4-hydroxy compound (alpha-methyltyrosine) is a promising tranquilliser. The process is simple and direct and economical and does not form the D-enantiomorph.

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30-06-1975 дата публикации

Номер: CH0000563346A5
Автор:
Принадлежит: MONSANTO CO, MONSANTO CO.

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15-04-1977 дата публикации

Номер: CH0000586654A5
Автор:
Принадлежит: MERCK & CO INC, MERCK & CO. INC.

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15-03-1977 дата публикации

Номер: CH0000585694A5
Автор:
Принадлежит: MERCK & CO INC, MERCK & CO. INC.

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15-02-1978 дата публикации

Номер: CH0000595301A5
Принадлежит: GLAXO LAB LTD, GLAXO LABORATORIES LTD.

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15-08-2000 дата публикации

Preparation of optically active alanine ester derivatives comprises reacting lactic acid ester sulfonate with aniline

Номер: CH0000690367A5
Автор: STUTZ, WOLFGANG
Принадлежит: NOVARTIS AG

The preparation of optically active alanine ester derivatives (I) comprises reacting optically active lactic acid ester sulfonate (II) with aniline (III) at 100-190 deg C with or without the presence of solvents or diluents and in the presence of organic carbonates. The preparation of optically active alanine ester derivatives of formula (I) comprises reacting optically active lactic acid ester sulfonate of formula (II) with aniline of formula (III) at 100-190 (especially 120-140) deg C with or without the presence of solvents or diluents and in the presence of organic carbonates. R1-R3 = 1-6C alkyl; R4 = 1-12C alkyl or a 1-3C alkyl mono- or di-substituted aryl group An Independent claim is also included for a preparation of (II) comprising reaction optically active lactic acid ester with alkyl- or aryl-sulfonyl chloride in the presence of a tertiary amine.

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25-08-2006 дата публикации

Amino acids with affinity to α-2 of Δ - protein

Номер: EA0200600467A1
Автор:
Принадлежит:

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25-08-2006 дата публикации

НОВЫЙ СПОСОБ СИНТЕЗА СЛОЖНЫХ ЭФИРОВ N-[(S)-1-КАРБОКСИБУТИЛ]-(S)-АЛАНИНА И ИХ ПРИМЕНЕНИЕ ДЛЯ СИНТЕЗА ПЕРИНДОПРИЛА

Номер: EA200600501A1
Принадлежит:

Способ синтеза соединений формулы (I) в которой R представляет собой линейную или разветвленную C1-С6-алкильную группу. Применение при синтезе периндоприла и его фармацевтически приемлемых солей.

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26-12-2002 дата публикации

СПОСОБ СТЕРЕОСЕЛЕКТИВНОГО СИНТЕЗА ЦИКЛИЧЕСКИХ АМИНОКИСЛОТ

Номер: EA0200200463A1
Принадлежит:

В настоящем изобретении предложен путь синтеза стереоспецифических 3-замещенных 5-членных изомеров формулы (А). Конечные продукты полезны в качестве агентов, применяемых при лечении эпилепсии, обморочных состояний, гипокинезии, при черепных нарушениях, нейродегенеративных нарушениях, депрессии, страхах, панике, нейропатологических расстройствах, желудочно-кишечных расстройствах, таких как синдром раздраженной кишки (IBS), воспалении, в частности артрите, нарушениях сна, предменструальном синдроме и приливах. В изобретении предложены новые пути стереоселективного синтеза аналогов габапентина (Neurontin®) формул (I), (II), (III) и (IV), где R это C1-C10 алкил или С3-С10 циклоалкил, и их фармацевтически пригодных солей. Международная заявка была опубликована вместе с отчетом о международном поиске.

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30-12-2009 дата публикации

ПОЛУЧЕНИЕ ГАММА-АМИНОКИСЛОТ, ОБЛАДАЮЩИХ АФФИННОСТЬЮ В ОТНОШЕНИИ АЛЬФА-2-ДЕЛЬТА БЕЛКА

Номер: EA0200801393A1
Принадлежит:

Раскрыты материалы и способы получения оптически активных γ-аминокислот формулы (I), которые связываются с альфа-2-дельта (α2δ) субъединицей кальциевого канала.

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28-04-2008 дата публикации

НОВЫЙ СПОСОБ СИНТЕЗА СЛОЖНЫХ ЭФИРОВ N-[(S)-1-КАРБОКСИБУТИЛ]-(S)-АЛАНИНА И ИХ ПРИМЕНЕНИЕ ДЛЯ СИНТЕЗА ПЕРИНДОПРИЛА

Номер: EA0000009980B1

Способ синтеза соединений формулы (I) в которой R представляет собой линейную или разветвленную C1-С6-алькильную группу. Применение при синтезе периндоприла и его фармацевтически приемлемых солей.

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28-10-2004 дата публикации

СПОСОБ СТЕРЕОСЕЛЕКТИВНОГО СИНТЕЗА ЦИКЛИЧЕСКИХ АМИНОКИСЛОТ

Номер: EA0000004984B1

... 1. Способ получения соединения формулы I где R - C1-C10алкил или C3-C10 циклоалкил, и его фармацевтически приемлемых солей, который включает a) добавление цианацетата формулы (A) NC∨CO2R1, где R1- алкил или бензил, к смеси хирального циклопентанона формулы (1) растворителя, карбоновой кислоты и катализатора реакции Кневенагеля и перемешивание смеси в присутствии средств удаления воды для получения алкена формулы (2) b) добавление указанного выше продукта, полученного на операции (a), к смеси хлорида бензилмагния, бромида бензилмагния или иодида бензилмагния с растворителем для получения продуктов присоединения формулы (3a) и формулы (3b) c) добавление указанных выше продуктов, полученных на операции (b), к смеси основания, выбранного из группы, включающей гидроксид калия, гидроксид натрия, гидроксид лития и гидроксид цезия, с растворителем и перемешивание, а затем подкисление для получения карбоновых кислот формулы (4a) и формулы (4b) или добавление указанных выше продуктов, полученных ...

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15-08-2005 дата публикации

СПОСІБ СИНТЕЗУ N-[(S)-1-КАРБОКСИБУТИЛ]-(S)-АЛАНІНОВИХ ЕФІРІВ І ЇХ ЗАСТОСУВАННЯ У СИНТЕЗІ ПЕРИНДОПРИЛУ

Номер: UA0000073562 C2

Заявлено стереоселективний спосіб для промислового синтезу сполук формули (І): , (I) де R представляє лінійну або розгалужену (С1-С6)алкільну групу. А також синтез периндоприлу і його фармацевтично прийнятних солей в якому застосовуються сполуки формули (І).

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17-02-2003 дата публикации

A METHOD FOR SYNTHESIS OF N-[(S)-1-CARBOXYBUTYL]-(S)-ALANINE ETHERS AND USE THEREOF IN THE SYNTHESIS OF PERINDOPRIL

Номер: UA0000073562C2
Автор:
Принадлежит:

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17-01-2005 дата публикации

A METHOD FOR SYNTHESIS OF N-[(S)-1-CARBOXYBUTYL]-(S)-ALANINE ETHERS AND USE THEREOF IN THE SYNTHESIS OF PERINDOPRILE

Номер: UA0000072040C2
Автор:
Принадлежит:

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15-01-2005 дата публикации

СПОСІБ СИНТЕЗУ N-[(S)-1-КАРБОКСИБУТИЛ]-(S)-АЛАНІНОВИХ ЕФІРІВ ТА ЇХ ЗАСТОСУВАННЯ У СИНТЕЗІ ПЕРИНДОПРИЛУ

Номер: UA0000072040 C2

Описано спосіб стереоселективного промислового синтезу сполук формули (І): (І), де R являє лінійну або розгалужену (C1-C6)-алкільну групу, та їх застосування у синтезі периндоприлу та його фармацевтично прийнятних солей.

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25-04-2006 дата публикации

Способ синтеза эфиров N-[(S)-1 карбокси-бутил]-(S)-аланина и их рименение в синтезе периндоприла

Номер: GE0000003796B

... 1. Технический результат Повышение выхода и чистоты. 2. Суть Способ производственного синтеза эфиров N-[(S)-1 карбоксибутил]-(S)-аланина и их при-менение для получения периндоприла и его фармацевтически приемлемых солей. 3. Область применения Медицина. Пункты: 2 незав. 4 завис.

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25-04-2006 дата публикации

Способ синтеза эфиров N-[(S)-1 карбоксибутил]-(S)-аланина и их применение в синтезе периндоприла

Номер: GE0000003798B

... 1. Технический результат Повышение выхода и чистоты. 2. Суть Способ производственного синтеза эфиров N-[(S)-1 карбоксибутил]-(S)-аланина и их при-менение для получения периндоприла и его фармацевтически приемлемых солей. 3. Область применения Медицина. Пункты: 2 незав. 4 завис.

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23-02-2012 дата публикации

Intermediates in the enantioselective synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid

Номер: US20120046468A1

(S)-(+)-3-(aminomethyl)-5-methyl-hexanoic acid or (S)-pregabalin is an anticonvulsive drug. In addition to its use as an anticonvulsive agent, pregabalin has also been indicated as a medicament in the treatment of anxiety, neuropathic pain and pain in patients with fibromyalgia. Provided herein are thioester intermediates in the synthesis of and processes for the synthesis of 3-(aminomethyl)-5-methyl-hexanoic acid in the (R) or (S) configuration.

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07-06-2012 дата публикации

Process for preparing pregabalin

Номер: US20120142949A1
Автор: B. S. Pradhan
Принадлежит: HELVETICA IND (P) Ltd

The invention relates to a process for preparing a compound of formula (I): wherein said process comprises hydrogenation of a compound of formula (II); under alkaline conditions, wherein R represents hydrogen or a labile group capable of being converted to hydrogen. The invention also relates to intermediates used in said process, to the use of said intermediates in the preparation of pregabalin and to a process for resolving racemic compounds of formula (I).

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11-04-2013 дата публикации

PROCESS FOR THE PREPARATION OF ISOSERINE DERIVATIVES

Номер: US20130090493A1
Принадлежит: INDENA S.P.A

This invention relates to a “one pot” process for the preparation of isoserine derivatives in high diastereoselective way. The process according to the invention includes the steps of reacting a protected glycidic acid with imines to yield isoserines protected both at the —OH and at the —COOH groups, deprotection of the obtained intermediates to isoserines or isoserine 1-4C— alkyl esters. Pure threo derivatives as the main isomer are obtained. 2. A process according to wherein the reacting step between compounds 3 and 4 is catalyzed by protic or Lewis acids.3. A process according to wherein the reacting step is catalyzed by Lewis acids selected from InCland SnCland MgBr.4. A process according to wherein the reacting step temperature is in the range from −40 to −30° C.5. A process according to wherein the reacting step is carried out in aprotic polar solvents selected from dimethylformamide claim 2 , acetonitrile claim 2 , dichloromethane claim 2 , chloroform claim 2 , tetrahydrofuran claim 2 , preferably Acetonitrile and dichloromethane.6. A process according to wherein the alcoholyzing step is performed using an alcohol ROH in presence of trimethylsilyl chloride.7. A process according to which is performed as “one pot reaction” without isolating the intermediates to give the final pure threo diastereoisomers by crystallization.8. A process according to comprising:{'sup': 1', '2, 'sub': '2', 'generating in situ imine 4 from the aldehyde (RCHO) and an amine (RNH), in acetonitrile at room temperature and in presence of molecular sieves or by distillation of the azeotropic mixture acetonitrile/water;'}adding silyl derivative 3 at −30° C. followed by addition of the catalyst to obtain a crude reaction mixture; and{'sup': '3', 'treating the crude reaction mixture with trimethylsilyl chloride in alcohol and isolation of the pure diastereoisomer (2R*,3S*)-1 (where Ris an (C1-C4)-alkyl group) after crystallization.'}9. A process according to claim 8 , wherein said amine is ...

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07-11-2013 дата публикации

Acetamide Stereoisomer

Номер: US20130296607A1
Принадлежит:

The compound of formula (I) 2. A process according to wherein the trialkylsilyl is TBDMS.4. A process according to wherein the trialkylsilyl is TBDMS. This application is a continuation of U.S. patent application Ser. No. 12/196,520, filed Aug. 22, 2008, now allowed. U.S. patent application Ser. No. 12/196,520 claims priority to U.S. Provisional Application No. 60/966,438 filed Aug. 28, 2007. The entire disclosures of each of these applications are hereby incorporated herein by reference.The present invention relates to a novel acetamide stereoisomer, to a process for preparing the acetamide stereoisomer, to a pharmaceutical composition comprising the acetamide stereoisomer and to the use of the acetamide stereoisomer in therapy, in particular in the treatment of bronchoconstriction associated with reversible obstructive airways diseases including but not limited to asthma, cystic fibrosis and chronic obstructive pulmonary disease, including chronic bronchitis and emphysema.Patients suffering from bronchoconstriction associated with reversible obstructive airways diseases are generally treated using a bronchodilator, to relax the bronchial smooth muscle.Bronchodilators in use today generally fall into two classes, the β-selective adrenoceptor agonists, such as albuterol (salbutamol), salmeterol and formoterol, and the muscarinic receptor antagonists, such as ipratropium and tiatropium.β-Selective adrenoceptor agonists may cause adverse effects, and these may in part be due to activation of the β-adrenoceptor. The selectivity of an agonist for the β-adrenoceptor receptor is therefore very important, because it limits the dose that can be given and so affects the magnitude of bronchodilations and the frequency of dosing.A long duration of action is important to patients, not only to minimize the time spent taking the drug, but also to avoid having to take the drug during inconvenient times, for example at work, school or during the night. Some of the more recent β- ...

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20-01-2022 дата публикации

IGM COMPOSITIONS AND METHODS OF MUCOSAL DELIVERY OF THESE COMPOSITIONS

Номер: US20220017453A2
Автор: Gong Siqi, Ruprecht Ruth
Принадлежит:

Described herein are methods of inducing an immune response directed towards preventing or reducing the risk of a human immunodeficiency virus (HIV) infection in a mammalian subject. The subject is administered an effective amount of a composition containing IgM antibodies directed to an epitope of an envelope protein of the HIV virus. Also disclosed here are vaccine compositions comprising IgM antibodies directed to one or more epitopes of one or more human immunodeficiency virus envelope proteins. Also disclosed are recombinant immunoglobulin M compositions containing a Fcγ fragment of an immunoglobulin G. 1. A method of inducing an immune response directed towards preventing or reducing the risk of a human immunodeficiency virus (HIV) infection in a mammalian subject , comprisingadministering to the mammalian subject an effective amount of a composition containing immunoglobulin M (IgM) antibodies directed to an epitope of a human immunodeficiency virus envelope protein.2. The method of claim 1 , wherein the composition containing IgM antibodies is formulated for a mucosal administration.3. The method of claim 2 , wherein the mucosal layer is a rectal mucosal layer.4. The method of claim 1 , wherein the human immunodeficiency virus envelope protein is HIV-1 gp120.5. A recombinant immunoglobulin M composition claim 1 , comprising:a Fcγ fragment of an immunoglobulin G connected to a carboxy terminus of a joining chain of an immunoglobulin M.6. The recombinant immunoglobulin M composition of claim 5 , wherein the Fcγ fragment of the immunoglobulin G is connected to the carboxy terminus of the joining chain of the immunoglobulin M via a linker.7. The recombinant immunoglobulin M composition of claim 6 , wherein the linker is a glycine- and serine-rich linker.8. A recombinant immunoglobulin M composition claim 6 , comprising:a Fcγ fragment of an immunoglobulin G connected to a carboxy terminus of a constant region of a light chain of immunoglobulin M.9. The ...

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14-01-2021 дата публикации

Automated Synthesis of Small Molecules Using Chiral, Non-Racemic Boronates

Номер: US20210009508A1
Принадлежит:

Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification. 1144-. (canceled)145. A method of deprotecting a pinene-derived iminodiacetic acid (PIDA) boronate , comprising:contacting a solution comprising the chiral, non-racemic PIDA boronate and a solvent with a solid-supported ammonium hydroxide reagent, thereby deprotecting the chiral, non-racemic PIDA boronate and forming a boronic acid and a PIDA.146. The method of claim 145 , wherein the solvent comprises THF.147. The method of claim 145 , wherein the solid-supported ammonium hydroxide reagent binds the PIDA.148. The method of claim 145 , further comprising the steps of removing the solvent by filtration claim 145 , leaving the boronic acid and PIDA ligand trapped inside the solid-supported ammonium hydroxide reagent; and adding additional solvent.149. The method of claim 148 , wherein the additional solvent is THF.150. The method of claim 145 , further comprising washing the solid-supported ammonium hydroxide reagent with an organic solution comprising an organic solvent and an acid in a quantity greater than that needed to neutralize the solid- ...

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03-02-2022 дата публикации

Method for preparing (2s,3s)-3-amino-bicyclo[2.2.2]octane-2-carboxylate

Номер: US20220033344A1
Принадлежит: Guangdong Raffles Pharmatech Co ltd

A method for preparing (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate is in the field of pharmaceutical intermediate synthesis. The method uses 3-carbonyl-bicyclo[2.2.2]octane-2-carboxylate as the starting material and performs reductive amination, alkalinity configuration flip, and hydrogenation to remove the protecting group in sequence to obtain the target product. This synthesis method of (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate is characterized by a novel route, mild reaction conditions and low cost, with a yield of more than 65%.

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14-04-2016 дата публикации

METHOD FOR SYNTHESIZING OPTICALLY ACTIVE a-AMINO ACID USING CHIRAL METAL COMPLEX COMPRISING AXIALLY CHIRAL N-(2-ACYLARYL)-2-[5,7-DIHYDRO-6H-DIBENZO[c,e]AZEPIN-6-YL] ACETAMIDE COMPOUND AND AMINO ACID

Номер: US20160102045A1
Принадлежит: Hamari Chemicals Ltd

Objects of the present invention are to provide an industrially applicable method for producing an optically active α-amino acid in high yield and in a highly enantioselective manner, to provide a simple production method of an optically active α,α-disubstituted α-amino acid, and to provide an intermediate useful for the above production methods of an optically active α-amino acid and an optically active α,α-disubstituted α-amino acid. The present invention provides a production method of an optically active α-amino acid or a salt thereof, the production method comprising introducing a substituent into the α carbon in the α-amino acid moiety of a metal complex represented by the following Formula (1): by an alkylation reaction, an aldol reaction, the Michael reaction, or the Mannich reaction, and releasing an optically pure α-amino acid enantiomer or a salt thereof by acid decomposition of the metal complex.

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02-06-2022 дата публикации

PROCESSES FOR THE PREPARATION OF DEUTERATED D-SERINE

Номер: US20220169595A1
Принадлежит:

Disclosed are methods for preparing deuterated analogs of D-serine and compounds useful for preparing deuterated analogs of D-serine. 2. The method of claim 1 , wherein in the compound of Formula E claim 1 , Ris C-Calkyl.3. The method of or claim 1 , wherein Ris isopropyl or t-butyl.4. The method of any of - claim 1 , wherein Ris a protecting group.5. The method of any of - claim 1 , wherein Ris a protecting group selected from —C(O)H claim 1 , —C(O)—X—C-Calkyl claim 1 , —C(O)—X—C-Ccycloalkyl claim 1 , —C(O)—X—CH-aryl claim 1 , —C(O)—X-aryl claim 1 , —CH-aryl claim 1 , wherein X is absent claim 1 , O claim 1 , NH claim 1 , or S.8. The method of any of - claim 1 , wherein the acid is HCl.11. The method of any of - claim 1 , wherein the step of contacting the second reaction mixture with a base comprises contacting the second reaction mixture with 1-10 equivalents of lithium deuteroxide.13. The compound of claim 12 , wherein Ris H.14. The compound of claim 12 , wherein Ris a protecting group selected from the group consisting of —C(O)H claim 12 , —C(O)—X—C-Calkyl claim 12 , —C(O)—X—C-Ccycloalkyl claim 12 , —C(O)—X—CH-aryl claim 12 , —C(O)—X-aryl claim 12 , —CH-aryl claim 12 , —S(O)—C-Calkyl claim 12 , and S(O)-aryl claim 12 , wherein X is absent claim 12 , O or NR claim 12 , wherein Ris H or C-Calkyl.15. The compound of claim 14 , wherein Ris a protecting group selected from the group consisting of —C(O)H claim 14 , —C(O)—X—C-Calkyl claim 14 , —C(O)—X—C-Ccycloalkyl claim 14 , —C(O)—X—CH— aryl claim 14 , —C(O)—X-aryl claim 14 , —S(O)—C-Calkyl claim 14 , and S(O)-aryl claim 14 , wherein X is absent claim 14 , O or NR claim 14 , wherein Ris C-Calkyl.17. The compound of claim 16 , wherein{'sup': '3', 'sub': 1', '6', '3', '6, 'Ris H, D, —C(O)—X—C-Calkyl, —C(O)—X—C-Ccycloalkyl, —C(O)—X-aryl, wherein X is absent, O, NH, or S.'}19. The method of claim 18 , wherein the base is selected from mesityllithium claim 18 , 2 claim 18 ,6-dimethoxyphenyllithium claim 18 , 2 claim 18 ,4 ...

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02-05-2019 дата публикации

METHOD FOR PREPARING D-4,4'-BIPHENYLALANINE ALKYL ESTER OR L-4,4'-BIPHENYLALANINE ALKYL ESTER FROM DL-4,4'-BIPHENYLALANINE ALKYL ESTER

Номер: US20190127315A1
Принадлежит:

A method of preparing D-4,4′-biphenylalanine alkyl ester or L-4,4′-biphenylalanine alkyl ester by subjecting DL-4,4′-biphenylalanine alkyl ester to optical resolution using chiral diaroyl tartaric acid as an optical resolving agent is provided. 3. The method of claim 2 , wherein the D-4 claim 2 ,4′-biphenylalanine alkyl ester of Chemical Formula 3 is prepared using the chiral diaroyl-D-tartaric acid of Chemical Formula 5 as the optical resolving agent.4. The method of claim 2 , wherein the L-4 claim 2 ,4′-biphenylalanine alkyl ester of Chemical Formula 4 is prepared using the chiral diaroyl-L-tartaric acid of Chemical Formula 6 as the optical resolving agent.5. The method of claim 1 , wherein the optical resolution is carried out using a solvent including at least one selected from the group consisting of methanol claim 1 , ethanol claim 1 , isopropanol claim 1 , ethyl acetate claim 1 , and toluene.6. The method of claim 1 , wherein the DL-4 claim 1 ,4′-biphenylalanine alkyl ester of Chemical Formula 1 and the chiral diaroyl tartaric acid of Chemical Formula 2 are mixed at an equivalent ratio of 1:0.3 to 1:1.5.7. The method of claim 2 , wherein the DL-4 claim 2 ,4′-biphenylalanine alkyl ester of Chemical Formula 1 is precipitated in a salt form after the optical resolution.8. The method of claim 7 , wherein the salt is a salt of D-4 claim 7 ,4′-biphenylalanine alkyl ester and chiral diaroyl-D-tartaric acid or a salt of L-4 claim 7 ,4′-biphenylalanine alkyl ester and chiral diaroyl-L-tartaric acid.9. The method of claim 7 , wherein D-4 claim 7 ,4′-biphenylalanine alkyl ester or L-4 claim 7 ,4′-biphenylalanine alkyl ester is obtained by removing chiral diaroyl-D-tartaric acid or chiral diaroyl-L-tartaric acid from the salt using an organic solvent including at least one selected from the group consisting of ethyl acetate and dichloromethane.10. The method of claim 1 , wherein a racemization catalyst is further used during the optical resolution.11. The method of claim ...

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18-06-2015 дата публикации

Process for synthesis of ezetimibe and intermediates used in said process

Номер: US20150166479A1

A process for the production of ezetimibe and intermediates used in said process are disclosed. A kind of Morita-Baylis-Hillman adduct can be altered to chiral carboxylic acid derivatives of β-arylamino α-methylene with high activity and selectivity by means of ally lamination reaction, and the above carboxylic acid derivatives of β-arylamino α-methylene can be altered to the chiral intermediates of ezetimibe by means of simple conversion and further synthesized into the chiral drug ezetimibe. The synthesis route introduces chirality through the use of a chiral catalysis method, thereby avoiding the use of the chiral auxiliary oxazolidinone; and the route is economical and eco-friendly.

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05-08-2021 дата публикации

IGM COMPOSITIONS AND METHODS OF MUCOSAL DELIVERY OF THESE COMPOSITIONS

Номер: US20210238122A1
Принадлежит:

The method relates to the field of asymmetric allylic amination and comprises preparing a chiral N-substituted allylic amine compound from the corresponding allylic substrates and substituted hydroxylamines, in the presence of a catalyst, said catalyst comprising copper compounds and a chiral ligand. Examples of chiral amine compounds which can be made using the method include Vigabatrin, Ezetimibe Terbinafme, Naftifme 3-methylmorphine, Sertraline, Cinacalcet, Mefloquine hydrochloride, and Rivastigmine. There are over 20,000 known bioactive molecules with chiral N-substituted allylic amine substructure. The method may also be used to produce non-natural chiral B-aminoacid esters, a sub-class of chiral N-substituted allylic amine compounds. Examples of B-aminoacid ester which can be produced by the disclosed method, include, but are not limited to, N-(2-methylpent-1-en-3-yl)benzenamine and Ethyl 2-methylene-3-(phenylamino)butanoate. Further, the products of the method described herein can be used to produce chiral heterocycles and bioactive molecules or materials. 1. A method of producing a chiral N-substituted allylic amine compound comprising:(i) mixing an olefin compound, said olefin compound comprising an allylic C—H group, with an aminating reagent, said aminating reagent comprising a substituted hydroxylamine; and(ii) adding a chiral ligand and a copper (Cu(I)) compound to the mixture.2. The method of claim 1 , wherein said olefin compound comprises the general structure R—C(C—HR)═CHR.3. The method of claim 1 , wherein said olefin compound is selected from the group consisting of: 2-Methyl-2-butene claim 1 , 2-Methyl-2-pentene claim 1 , 2-Methyl-2-heptene claim 1 , 2 claim 1 ,5-Dimethyl-2-hexene claim 1 , Ethyltiglate claim 1 , sec-Betyltiglate claim 1 , Benzyltiglate claim 1 , methy-2-methyl-2-pentenoate claim 1 , 2-methyl-2-butenal claim 1 , 2-methyl-2-pentenal claim 1 , and 3-methyl-3-penten-2-one.4. The method of claim 1 , wherein said aminating reagent ...

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09-10-2014 дата публикации

Method for the stereoselective preparation of amino acid derivatives

Номер: US20140303344A1
Принадлежит: BCN Peptides SA

The invention relates to a process for the stereoselective preparation of amino acid derivatives, comprising a hydrogenation reaction of the compound of formula (III), alternatively its enantiomer, wherein R is (C 1 -C 8 )-alkyl; followed by a hydrolysis reaction to obtain L-mesityl alanine, alternatively its enantiomer D-mesityl alanine and, optionally, subjecting said compound to an amino group protection reaction, particularly as Fmoc. It also comprises Fmoc-L- or Fmoc-D- mesityl alanine as products per se, useful as intermediates in preparing peptides or peptide analogs with therapeutic or biological activity.

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09-09-2021 дата публикации

SYNTHESIS OF 4-CHLOROKYNURENINES AND INTERMEDIATES

Номер: US20210276942A1
Принадлежит:

The invention relates to an overall enantio-specific synthesis of 4-chlorokynurenine compounds, in particular L-4-chlorokynurenine, with improved yields. Large-scale syntheses are disclosed. The invention also relates to novel intermediates in the synthesis of L-4-chlorokynurenine. 2. A method of claim 1 , further comprising at least one of the following:in Step 1, the presence of a catalytic amount of 4-dimethylaminopyridine and, optionally isolating and recrystallizing the tosylate (2);in Step 2, an aqueous quench of the reaction mixture into water to precipitate the iodo intermediate (3) and, optionally, recrystallization of the iodo intermediate (3);in Step 3, the palladium (0) catalyst [Pd] is Pd(0) tetrakis and with a CO pressure ranging from 1 psig to 1,000 psig; andin Step 4, deprotecting the protected ester compound (6) to remove any protecting group PG using HCl in dioxane and isolating the ester (7) in the absence of light without exposure to air or moisture and, in a separate deprotection step, hydrolyzing (7) at a pH of 12.0 to 12.5 to form 4-chlorokynurenine (8) after adjustment to an acidic pH.3. A method of claim 1 , further comprising the steps of:as the pH adjustment, isolating the 4-chlorokynurenine (8) from alkaline solution as a fee acid with aqueous acid to a pH below 6.5,dissolving the isolated free acid (8) in aqueous acid at a pH below 2,precipitating the free acid (8) by adjusting the pH of 4.5 to 6.5,collecting the precipitated free acid (8),drying the collected free acid (8), andoptionally, triturating the collected free acid (8) using an organic solvent or an organic solvent mixture and drying the triturated free acid (8).4. A method of claim 1 , wherein{'sub': 1', '6, 'R is a C-Calkyl group;'}PG is an amine protecting group selected from BOC, Fmoc, Benzyl, Benzoyl, alkylamine, arylamine, TFA, and CBz; andX is I.5. A method of claim 4 , whereinR is a methyl group,PG is the amino protecting group BOC, andX is I.7. A method of claim 6 , ...

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13-11-2014 дата публикации

PROCESS FOR THE PREPARATION OF GAMMA AMINO ACIDS AND INTERMEDIATES USED IN SAID PROCESS

Номер: US20140336412A1
Автор: Adamo Mauro
Принадлежит:

The invention relates to the preparation of gamma amino acids of formula (I) and pharmaceutically acceptable salts, solvates and prodrugs thereof, and to intermediates used for their preparation. (formula I) wherein Ris selected from an alkyl group, an alkenyl group, an alkynyl group and a cycloalkyl group, each of which may be optionally substituted and * denotes a chiral centre. In particular, the present invention provides an efficient synthesis of (S)-pregabalin which is suitable for carrying out on an industrial scale. 2. (canceled)3. (canceled)4. (canceled)5. (canceled)6. (canceled)7. (canceled)8. (canceled)9. (canceled)10. (canceled)11. (canceled)12. (canceled)14. (canceled)15. (canceled)16. (canceled)17. (canceled)18. (canceled)19. (canceled)20. (canceled)21. (canceled)22. (canceled)23. (canceled)24. (canceled)26. (canceled)27. (canceled)30. (canceled)31. (canceled)32. (canceled)33. (canceled)34. (canceled)35. (canceled)36. (canceled)38. (canceled)40. (canceled)42. (canceled)44. (canceled)45. The process according to wherein Ris an optionally substituted alkyl group.46. The process according to wherein Rand Rare independently selected from methyl claim 1 , ethyl claim 1 , n-propyl claim 1 , iso-propyl claim 1 , n-butyl claim 1 , sec-butyl claim 1 , iso-butyl claim 1 , tert-butyl claim 1 , n-pentyl claim 1 , n-hexyl claim 1 , n-heptyl and n-octyl.47. The process according to wherein Ris iso-butyl and Ris methyl.48. The process according to wherein X is a group selected from NO claim 1 , CN claim 1 , COORand SOR; wherein Ris H or an optionally substituted alkyl group.49. The process according to wherein X is NO.50. (canceled)51. The process according to wherein the compound of formula (I) is isolated with an enantiomeric excess of greater than about 70% claim 1 , preferably greater than about 80% claim 1 , even more preferably greater than about 90%.52. (canceled)53. (canceled)54. (canceled)55. (canceled)56. (canceled)57. (canceled)58. (canceled)59. (canceled) ...

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17-10-2019 дата публикации

AUTOMATED SYNTHESIS OF SMALL MOLECULES USING CHIRAL, NON-RACEMIC BORONATES

Номер: US20190315676A1
Принадлежит:

Provided are methods for making and using chiral, non-racemic protected organoboronic acids, including pinene-derived iminodiacetic acid (PIDA) boronates, to direct and enable stereoselective synthesis of organic molecules. Also provided are methods for purifying PIDA boronates from solution. Also provided are methods for deprotection of boronic acids from their PIDA ligands. The purification and deprotection methods may be used in conjunction with methods for coupling or otherwise reacting boronic acids. Iterative cycles of deprotection, coupling, and purification can be performed to synthesize chiral, non-racemic compounds. The methods are suitable for use in an automated chemical synthesis process. Also provided is an automated small molecule synthesizer apparatus for performing automated stereoselective synthesis of chiral, non-racemic small molecules using iterative cycles of deprotection, coupling, and purification. 1157-. (canceled)158. A method of deprotecting a chiral , non-racemic pinene-derived iminodiacetic acid (PIDA) boronate , comprising:contacting a solution comprising the chiral, non-racemic PIDA boronate and a solvent with an aqueous solution of NaOH, thereby deprotecting the chiral, non-racemic PIDA boronate and forming a boronic acid and free PIDA ligand.159. The method of claim 158 , wherein the solvent comprises tetrahydrofuran (THF).160. The method of claim 158 , further comprising the steps of adding diethyl ether claim 158 , thereby generating a biphasic mixture comprising an organic phase comprising the deprotected chiral claim 158 , non-racemic PIDA boronate and an aqueous phase; and isolating the organic phase comprising the boronic acid and free PIDA ligand from the aqueous phase.161. The method of claim 160 , further comprising the step of contacting the organic phase with one or more drying agents selected from the group consisting of magnesium sulfate claim 160 , diatomaceous earth claim 160 , and molecular sieves claim 160 , thereby ...

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15-11-2018 дата публикации

PROCESSES FOR THE PREPARATION OF DIASTEREOMERICALLY AND ENANTIOMERICALLY ENRICHED OXAZOLINES

Номер: US20180327349A1
Принадлежит:

The invention relates to an industrially viable and advantageous process for the preparation of (2S,3R)-2-amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid, having the following formula (I) generally known as Droxidopa, or of intermediates useful in the synthesis thereof. 4. Process according to claim 1 , in which said salts of silver or gold are selected among silver acetate claim 1 , silver carbonate claim 1 , silver oxide claim 1 , chloro(triphenylphosphine)gold or a mixture thereof.5. Process according to claim 1 , in which the amount of isocyanoacetate (V) is between 1 and 1.5 equivalents with respect to the amount of benzaldehyde (I) used.6. Process according to claim 1 , in which the molar amount of the 9-amino(9-deoxy)epi Cinchona alkaloid derivative is between 1/200 and 1/20 with respect to the amount of benzaldehyde of general formula (I) used.7. Process according to claim 1 , in which the molar amount of said salt of silver or gold or of the mixture thereof with respect to the 9-am ino(9-deoxy)epi Cinchona alkaloid derivative in the catalytic system is between 1:1 and 1:8 (mol/mol).9. Process according to claim 8 , in which the ester moiety of N-formyl derivative (IX) is hydrolyzed under acid or basic conditions.12. Process according to claim 11 , in which step c.ii.2) is carried out said by treating said enriched mixture of the protected amino acid of general formula (XI) claim 11 , optionally isolated claim 11 , with an optically active amine to obtain the corresponding salt claim 11 , followed by diastereomeric salt resolution of the two enantiomers of the threo product and de-blocking of the diastereomerically and enantiomerically pure mixture by treatment with an acid.15. Process according to claim 14 , in which the solution resulting from step d.2) is used as such in the reaction of operation a). This application claims the benefit of European Patent Application EP15382562.5 filed on Nov. 11, 2015.The present invention relates to an industrially ...

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14-12-1988 дата публикации

Process for preparing optically active alcohol

Номер: EP0295109A1

A β-keto acid derivative (1 mol) of formula (II): where R¹ is optionally substituted C1-7 alkyl, trifluoro­methyl or aryl, R² is C1-8 alkoxy, SR⁵ where R⁵ is C1-8 alkyl or phenyl or -NR⁶R⁷ where R⁶ and R⁷ are H, C1-8 alkyl or benzyl, and R³ is H, halogen, C1-8 alkyl or alkoxycarbonyl of R¹+R³ form a methylene chain, is dissolved in a solvent and there is added 100-1/50,000 mol of a ruthenium-optically active phosphine derivative as catalyst, e.g. of formula Ru x H y Cl z (R⁸-BINAP)₂(S) p (III) or [RuH l (R⁸-BINAP) v ]Y w (V) wherein BINAP is a specified tertiary phosphine group. The derivative is reacted with hydrogen at a pressure of 5-100 kg/cm2 for 1-48 hours and there is recovered as product an optically active alcohol of the formula (I) wherein the =C=O group has become CH-OH.

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02-11-1989 дата публикации

Process for preparing carnitine

Номер: EP0339764A1

A process for preparing carnitine comprising asymmetrically hydrogenating a γ-halogeno-β-­keto ester represented by formula (I): wherein X represents a chlorine atom or a bromine atom; and R represents a lower alkyl group, in the presence of a ruthenium-optically active phosphine complex represented by formula (II), (III) or (IV): Ru₂Cl₄(L)₂(C₂H₅)₃N      (II) Ru(OCOR²)₂(L)      (IV) RuX₂(L)      (V) wherein L represents 2,2′-bis(di-p-R¹-phenylphosphino)-­1,1′-binaphthyl of formula (III): wherein R¹ represents a hydrogen atom, a methyl group, or a t-butyl group; R² represents a lower alkyl group or a trifluoromethyl group; and X is as defined above, as a catalyst at a temperature of from 70 to 150°C to obtain an optically active alcohol represented by formula (VI): wherein X and R are as defined above, and then reacting the optically active alcohol as obtained with trimethylamine without isolation.

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18-02-2003 дата публикации

6,6′-bis-(1-phosphanorbornadiene) diphosphines, their preparation and their uses

Номер: US6521795B2
Принадлежит: Rhodia Chimie SAS

A subject of the present invention is new 6,6′-bis-(1-phosphanorbornadiene) diphosphines, their preparation process and their use in asymmetrical catalysis. The new diphosphines correspond to general formula (I): in which R 1 , R 2 , R 3 , R 4 , R 5 are as defined in claim 1.

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09-06-1976 дата публикации

Patent JPS5118414B1

Номер: JPS5118414B1
Автор: [UNK]
Принадлежит: [UNK]

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04-09-1981 дата публикации

Patent FR2430413B1

Номер: FR2430413B1
Автор: [UNK]

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18-02-2003 дата публикации

Main-group metal based asymmetric catalysts and applications thereof

Номер: US6521561B1
Принадлежит: Harvard College

The present invention relates to a method and catalysts for the stereoselective addition of a nucleophile to a reactive π-bond of a substrate. The chiral, non-racemic catalysts of the present invention constitute the first examples of catalysts for nucleophilic additions that comprise a main-group metal and a tri- or tetra-dentate ligand.

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22-10-2001 дата публикации

Process for the production of L-(-)-carnitine from wastes with opposite arrangement

Номер: KR100301951B1

본 발명은 L-(-)-카르니틴과 입체적으로 반대 배치(opposite configuration)를 하도록 하는 비대칭탄소(asymmetrical carbon) 원자를 포함한 물질로부터 L-(-)-카르니틴을 제조하는 방법에 관한 것으로서, 더욱 상세히 설명하면 출발물질을 크로토노베타이(crotonobetaine) 또는 감마-부티로베타인(gamma-butyrobetaine)과 같은 키랄중간체(achiral intermediate)로 전환시킨 다음 키랄중간체를 L-(-)-카르니틴으로 전환시키는 종래의 방법 대신 출발물질인 D-(+)-카르니티아미드 또는 D-(+)-카르니틴니트릴로부터 키랄중간체 제조과정없이 직접 L-(-)-카르니틴을 제조하는 개선된 방법에 관한 것이다. The present invention relates to a method for preparing L-(-)-carnitine from a material containing an asymmetrical carbon atom which allows for a positively opposite configuration with L-(-)-carnitine. To illustrate, the conventional method of converting a starting material into an chiral intermediate such as crotonobetaine or gamma-butyrobetaine and then converting the chiral intermediate into L-(-)-carnitine An improved process for preparing L-(-)-carnitine directly from the starting materials D-(+)-carnitamide or D-(+)-carnitine nitrile without chiral intermediate preparation.

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10-10-2001 дата публикации

Catalysts

Номер: GB0120256D0
Автор: [UNK]
Принадлежит: Imperial Chemical Industries Ltd

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01-05-2000 дата публикации

Process for the preparation of l-carnitine

Номер: KR100255039B1
Автор: 김경일, 변일석, 봉찬아
Принадлежит: 박영구, 삼성정밀화학주식회사

PURPOSE: Provided is a method for manufacturing high-purity L-carnitine in a high yield through one-pot reaction using cheap compounds and reducing the use of organic solvents, which does not require any purification process. CONSTITUTION: L-carnitine is manufactured by: i) ring-opening reaction of (S)-3-activated hydroxybutyrolactone of the formula (2) in the presence of acid as catalyst and solvent to manufacture 4-hydroxy-3-activated hydroxybutyric acid of the formula (3); ii) reverse-conversion of the chiral center of 4-hydroxy-3-activated hydroxybutyric acid of the formula (3) in the presence of base to manufacture salt of 3,4-epoxybutyric acid of the formula (4); and iii) nucleophilic substitution of the salt of 3,4-epoxybutyric acid of the formula (4) with trimethylamine to manufacture L-carnitine of the formula (1). In the formula, R is alkylsulfonyl, arylsulfonyl, acyl group or phosphate. M is determined by the used base.

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25-08-2006 дата публикации

Process for the preparation of R---carnitine

Номер: KR100614545B1

본 발명은 (a) (S)-3-하이드록시-4-부티로락톤[1]을 선형 또는 분지된 C 1 -C 7 알콜과의 반응에 의해 알킬 (S)-4-할로겐-3-하이드록시-부티레이트[2]로 전환시키는 단계; (b) 화합물[2]의 할로겐을 CN 그룹으로 치환시켜 (R)-4-시아노-3-하이드록시부티르산[3]의 알킬 에스테르를 수득하는 단계; (c) 알킬 에스테르[3]을 전환시켜 (R)-4-시아노-3-하이드록시부티르아미드[4]를 수득하는 단계; (d) 화합물[4]를 아미드 작용기의 이소시아네이트로의 전환을 통해 고리화시켜 (R)-5-(시아노메틸)-2-옥사졸리돈[5]를 수득하는 단계; (e) 화합물[5]를 가수분해시켜 (R)-4-아미노-3-하이드록시부티르산[6]을 수득하는 단계; (f) 화합물[6]의 아미노 그룹을 메틸화시켜 최종 생성물 (R)-카르니틴을 수득하는 단계를 포함하는 R-(-)-카르니틴의 제조 방법에 관한 것이다. The present invention relates to (a) alkyl (S) -4-halogen-3- by reaction of (S) -3-hydroxy-4-butyrolactone [1] with a linear or branched C 1 -C 7 alcohol. Conversion to hydroxy-butyrate [2]; (b) replacing the halogen of compound [2] with a CN group to obtain an alkyl ester of (R) -4-cyano-3-hydroxybutyric acid [3]; (c) converting the alkyl ester [3] to yield (R) -4-cyano-3-hydroxybutyramide [4]; (d) cyclizing compound [4] via conversion of amide functional groups to isocyanates to afford (R) -5- (cyanomethyl) -2-oxazolidone [5]; (e) hydrolysis of compound [5] to yield (R) -4-amino-3-hydroxybutyric acid [6]; (f) methylation of the amino group of compound [6] to obtain the final product (R) -carnitine.

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15-09-1975 дата публикации

The method of obtaining 3-fluoro-alanine

Номер: SU484682A3

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22-02-2017 дата публикации

一种不对称还原法制备西他列汀中间体的方法

Номер: CN106458853A
Принадлежит: Zhejiang Huahai Pharmaceutical Co Ltd

本发明涉及一种合成西他列汀中间体的方法。该方法包括将式II化合物与氨或铵盐在手性膦配位的过渡金属催化剂以及氢气存在下,在加入酸性添加剂的条件下,在合适的有机溶剂中不对称还原氨化反应以得到式I化合物,其中立构中心的R‑或S‑构型用*表示,R构型的式I化合物可用于制备西他列汀,反应式如下:其中R 1 和R 2 各自独立地选自氢、C 1 ‑C 12 直链或支链烷基、C 3 ‑C 12 环烷基、C 2 ‑C 12 链烯基、C 2 ‑C 12 链炔基、C 7 ‑C 12 芳基烷基。该方法的收率及ee%值高、反应条件温和、操作简单、便于纯化、生产成本低廉、对环境友好、适合工业化生产。

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25-05-1989 дата публикации

Circuit for reducing glitch of electronic volume

Номер: JPH01133407A
Принадлежит: Research Development Corp of Japan

(57)【要約】 【課題】 不斉イミノアルドール反応等の不斉有機合成 を高い反応性と選択で触媒的に行うことを可能とする。 【解決手段】 ジルコニウム(IV)を触媒の活性中心原 子とし、2分子の光学活性なビナフチル基と酸素原子を 介して結合している構造の不斉ジルコニウム触媒を提供 する。

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24-02-2016 дата публикации

Preparation method for beta-fluoroalkyl-beta-amino acids compound

Номер: CN105348213A
Автор: 吕宗超, 杨星, 蔡晨, 黄毅勇
Принадлежит: Wuhan University of Technology WUT

本发明公开了一种β-氟烷基-β-氨基酸类化合物的制备方法。将胺类化合物和β-氟烷基-α,β-不饱和酰亚胺混合,进行氮杂-迈克尔加成反应,反应产物直接进行柱层析,制备得到产物β-氟烷基-β-氨基酸类化合物。氮杂-迈克尔加成反应温度为25-30℃;且不另加任何溶剂和催化剂。通过本发明方法,采用手性β-氟烷基-α,β-不饱和酰亚胺制备的光学纯β-氟烷基-β-氨基酸类化合物,可以方便的得到另一种手性药物中间体(S)-6-氟-2-三氟甲基-2,3-二氢喹啉-4-酮。

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26-05-2006 дата публикации

Chemical process for the stereoselective synthesis of R---carnitine

Номер: KR100583806B1

본 발명은 R-(-)-카르니틴의 입체선택적인 합성을 위한 방법에 관한 것으로서, 여기에서 (-)캠포설포닉에시드의 아민과 글리세롤의 축합단계를 특징으로 한다. R-(-)-카르니틴, 입체선택적, (-)캠포설포닉에시드

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29-09-2017 дата публикации

METHOD FOR SYNTHESIZING OPTICALLY ACTIVE α-AMINO ACID USING CHIRAL METAL COMPLEX COMPRISING AXIALLY CHIRAL N-(2-ACYLARYL)-2-[5,7-DIHYDRO-6H-DIBENZO[c,e]AZEPIN-6-YL]ACETAMIDE COMPOUND AND AMINO ACID

Номер: KR101783534B1

An object of the present invention is to provide an industrial process capable of producing an optically active? -Amino acid selectively with high yield and high yield, to provide an easy production method of optically active?,? -Substituted? -Amino acid And also to provide intermediates useful in the above-described methods for producing optically active? -Amino acids and?,? - substituted? -Amino acids. A substituent group is introduced into the? Carbon of the? -Amino acid partial structure of the metal complex represented by the following formula (1) by an alkylation reaction, an aldol reaction, a Michael reaction, or a Mannich reaction, Amino acid or a salt thereof, which comprises liberating an optically pure? -Amino acid enantiomer or a salt thereof by decomposition.

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01-06-1994 дата публикации

Process for producing optically active carnitine ester

Номер: JPH0641445B2
Принадлежит: Takasago Perfumery Industry Co

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08-03-2016 дата публикации

Process for making amino acid compounds

Номер: US9278917B2
Автор: Travis Remarchuk
Принадлежит: Genentech Inc

The invention provides new processes for making and purifying amino acid compounds, which are useful in the preparation of AKT inhibitors used in the treatment of diseases such as cancer, including the compound (S)-2-(4-chlorophenyl)-1-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-(isopropylamino)propan-1-one.

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06-08-1986 дата публикации

Process for the preparation of L-DOPA

Номер: EP0189938A2
Принадлежит: GD Searle LLC

This disclosure relates to a process for preparing exclusively the L-isomer of 3,4-dihydroxyphenylalanine. The process comprises transaminating a blocked keto acid of the formula wherein R and R 1 are independently hydrogen or C 1 -C 4 alkyl provided that R and R 1 are not both hydrogen; to yield the corresponding blocked amino acid. The blocked amino acid is deprotected to yield exclusively the L-isomer of 3, 4-dihydroxyphenylalanine.

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31-01-2018 дата публикации

Method for amino acid compounds obtaining

Номер: RU2643146C2
Принадлежит: Дженентек, Инк.

FIELD: pharmacology. SUBSTANCE: invention relates to a method for obtaining of a compound of formula or a salt thereof that can find application in the preparation of AKT inhibitors used to treat diseases such as cancer. The method includes asymmetrical reduction of a compound of formula or a salt thereof in the presence of a stereoselective reducing agent to form a compound of formula I. In formulas I and II, R 1 and R 2 are independently hydrogen, C 1 -C 12 alkyl or an amino-protecting group. The invention also relates to compounds of formulas and , which are intermediate in the synthesis of the formula I compound. In formula VI, R 1 is hydrogen, acetyl, trifluoroacetyl, phthalimide, benzyl, triphenylmethyl, benzylidenyl, t-butyloxycarbonyl, 9-fluorenylmethyloxycarbonyl or carbobenzyloxy; R 2 is C 1 -C 12 alkyl and R 5 is hydrogen or C 1 -C 12 alkyl. In formula VIb, R 1 is hydrogen, acetyl, trifluoroacetyl, phthalimide, benzyl, triphenylmethyl, benzylidenyl, p-methoxybenzyl, t-butyloxycarbonyl, 9-fluorenylmethyloxycarbonyl or carbobenzyloxy. EFFECT: increased application effeciency. 23 cl, 1 dwg, 2 ex РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (51) МПК C07C 227/32 C07C 229/34 C07C 269/06 C07C 271/22 C07C 67/343 (11) (13) 2 643 146 C2 (2006.01) (2006.01) (2006.01) (2006.01) (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ (52) СПК C07C 227/32 (2006.01); C07C 229/34 (2006.01); C07C 269/06 (2006.01); C07C 271/22 (2006.01); C07C 67/343 (2006.01) (21)(22) Заявка: 2014150991, 17.05.2013 17.05.2013 (73) Патентообладатель(и): ДЖЕНЕНТЕК, ИНК. (US) Дата регистрации: 31.01.2018 Приоритет(ы): (30) Конвенционный приоритет: 17.05.2012 US 61/648,534 (43) Дата публикации заявки: 10.07.2016 Бюл. № 19 (45) Опубликовано: 31.01.2018 Бюл. № 4 0262020 A1, 23.10.2008. N. JIANG et al. Investigation of the Transition-Metal- and AcidCatalyzed Reactions of β -(N-Tosyl)amino Diazo Carbonyl Compounds, J. ORG. CHEM., 2003, Vol. 68, No. 3, pp.893-900. RU ...

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25-01-2012 дата публикации

A process for the production of carnitine from B-lactones

Номер: EP2409972A1
Принадлежит: Lonza AG

The invention relates to a method for the production of L-carnitine, wherein a β-lactone, which is a 4-(halomethyl)oxetane-2-one, is converted into carnitine with trimethylamine (TMA), wherein the β-lactone is not subjected to a basic hydrolysis step before being contacted with the trimethylamine.

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25-01-2012 дата публикации

A process for the production of carnitine by cycloaddition

Номер: EP2409965A1
Принадлежит: Lonza AG

The invention relates to a method for the production of L-carnitine, wherein a chiral β-lactone carnitine precursor is obtained by a [2+2] cycloaddition of ketene with an aldehyde X-CH 2 -CHO, wherein X is selected from Cl, Br, I and trimethylamine, in the presence of a chiral catalyst.

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26-01-2012 дата публикации

A process for the production of carnitine

Номер: WO2012010296A1
Принадлежит: LONZA LTD

The invention relates to a method for the production of L-carnitine, wherein a chiral β-lactone carnitine precursor is obtained by a [2+2] cycloaddition of ketene with an aldehyde X-CH 2 -CHO, wherein X is selected from CI, Br, I and trimethylamine, in the presence of a chiral catalyst.

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22-10-2013 дата публикации

Process for the production of carnitine by cycloaddition

Номер: US8563752B2
Принадлежит: Lonza AG

The invention relates to a method for the production of L-carnitine, wherein a chiral β-lactone carnitine precursor is obtained by a [2+2] cycloaddition of ketene with an aldehyde X—CH 2 —CHO, wherein X is selected from Cl, Br, I and trimethylamine, in the presence of a chiral catalyst.

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15-10-1999 дата публикации

Stereospecific process for preparing (2r,3s)-beta--phenylisoserine

Номер: KR100225534B1
Принадлежит: 정지석, 한미약품공업주식회사

본 발명은 탁솔을 합성하는데 중간체로서 유용한 하기 구조식 (1)의 (2R,3S)-β-페닐이소세린 유도체의 새로운 입체선택적 제조방법에 관한 것이다. The present invention relates to a novel stereoselective process for the preparation of (2R, 3S) -β-phenylisoserine derivatives of the following structural formula (1) useful as intermediates for synthesizing Taxol. 상기식에서, R 1 은 수소, 벤조일 또는 t-부톡시카르보닐을 나타내고, R 2 는 수소, C 1 -C 4 알킬, C 1 -C 4 알케닐, C 1 -C 4 알키닐 또는 벤질을 나타낸다. Wherein R 1 represents hydrogen, benzoyl or t-butoxycarbonyl and R 2 represents hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkenyl, C 1 -C 4 alkynyl or benzyl .

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07-03-2001 дата публикации

Process for producing erythro-3-amino-2-hydroxybutyric acid derivatives

Номер: EP1063232A3
Принадлежит: Daiso Co Ltd

The present invention relates to a process for reacting α·aminoaldehyde derivatives having a sterically bulky amino group which are commercially available with a metal cyanide in the presence of an acid chloride, an acid anhydride or with an organic cyanide in the presence of a Lewis acid to synthesize 3-amino-2-hydroxybutyronitrile derivatives in high yields and high erythro selectivity. When optically active α·aminoaldehyde derivatives are used, racemization hardly occurs during the reaction, and the desired products are obtained in high optical purity.

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15-01-2021 дата публикации

Synthesis of 4-chlorokynurenine and intermediates

Номер: CN112236412A
Принадлежит: Vistagen Therapeutics Inc

本发明涉及具有提高的产率的4‑氯代犬尿氨酸化合物(特别是L‑4‑氯代犬尿氨酸)的总体对映体特异性合成。公开了大规模合成。本发明还涉及L‑4‑氯代犬尿氨酸合成中的新颖中间体。

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01-02-2018 дата публикации

Method of producing (s)-3-aminomethyl-5-methylhexanoic acid

Номер: RU2643373C2

FIELD: chemistry. SUBSTANCE: invention refers to the method of producing (S)-3-(aminomethyl)-5-methylhexanoic acid of the formula I , used in the treatment of some neuropathic diseases, by enantioselective accession of diethylmalonate to 4-methyl-1-nitropentane-1 followed by the reduction and acid hydrolysis of the adduct according to diagram 1 . The method is characterized by the fact that at the stage of joining the catalyst is a complex of nickel (II) of the formula II with (2S,3S)-N,N'-dibenzylbicyclo [2.2.2]octane-2,3-diamine. EFFECT: method makes it possible to increase the enantioselectivity of the process. 2 cl, 7 ex РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (13) 2 643 373 C2 (51) МПК C07C 227/32 (2006.01) C07C 229/08 (2006.01) B01J 23/755 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ (52) СПК C07C 227/32 (2006.01); C07C 229/08 (2006.01); B01J 23/755 (2006.01) (21)(22) Заявка: 2015152067, 04.12.2015 (24) Дата начала отсчета срока действия патента: Дата регистрации: 01.02.2018 (43) Дата публикации заявки: 08.06.2017 Бюл. № 16 (56) Список документов, цитированных в отчете о поиске: RU 2529996 C2, 10.10.2014. WO (45) Опубликовано: 01.02.2018 Бюл. № 4 2 6 4 3 3 7 3 R U 2006/110783 A2, 19.10.2006. (54) СПОСОБ ПОЛУЧЕНИЯ (S)-3-(АМИНОМЕТИЛ)-5-МЕТИЛГЕКСАНОВОЙ КИСЛОТЫ (57) Реферат: Изобретение относится к способу получения (S)-3-(аминометил)-5-метилгексановой кислоты формулы I, используемой в терапии ряда нейропатических заболеваний, путем энантиоселективного присоединения диэтилмалоната к 4-метил-1-нитропентену-1 с последующим восстановлением и кислотным гидролизом продукта присоединения в соответствии со схемой 1. Способ характеризуется тем, что используемый на стадии присоединения катализатор представляет собой комплекс никеля (II) формулы II с (2S,3S)-N,N'-дибензилбицикло [2.2.2]октан-2,3-диамином. Предлагаемый способ позволяет увеличить энантиоселективность процесса. 1 з.п. ф-лы, 7 пр. Стр.: 1 C 2 C 2 Адрес для ...

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18-03-2009 дата публикации

Preparation of optically pure beta-amino acids having affinity for the alpha-2-delta protein

Номер: CN101389616A
Принадлежит: Upjohn Co

公开了用于制备光学活性β-氨基酸的材料和方法,它们与钙通道的α-2-δ亚单位结合,可用于治疗疼痛、纤维肌痛和多种精神与睡眠疾患。该方法包括使手性烯丙基胺与2-炔酸酯在路易斯酸和碱的存在下反应,得到手性叔烯胺,在与氨反应后氢化,得到光学活性β-氨基酸。

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04-09-1996 дата публикации

Process for preparing optically active allophenylnorstatin derivatives, and intermediates for use therein

Номер: EP0729939A2

A process for preparing an optically active (2S,3S)-allophenylnorstatin derivative (I) is disclosed, comprising asymmetrically hydrogenating a 4-phenyl-2-halogeno-3-oxobutyric ester (III) in the presence of a ruthenium-phosphine complex to obtain a 4-phenyl-(2S)-halogen-(3R)-hydroxybutyric ester (IV), epoxidizing the ester (IV) in the presence of a base to obtain a 4-phenyl-(2S,3R)-epoxybutyric ester (V), reacting the ester (V) with a tri(lower alkyl)silylazide or a (lower alkyl)diarylsilylazide in th epresence of a Lewis Acid to obtain a (3S)-azido-4-phenyl-(2S)-trisubstituted silyloxybutyric ester (VI), hydrogenolyzing the ester (VI) into a (2S,3S)-allophenylnorstatin derivative (VII), protecting the amino group of the compound (VII), and, if desired, hydrolyzing the compound before or after the amino group protection. Compounds (I) can be obtained at high optical purity safely and in good yield.

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25-05-2000 дата публикации

Industrial process for the production of l-carnitine

Номер: WO2000029370A1

The present invention describes a process for the industrial production of L-carnitine, comprising the enantioselective reduction of an alkyl 4-chloro-3-oxobutyrate or 4-chloro-3-oxobutyramide. The optically active 3-hydroxy derivative thus obtained is reacted with trimethylamine, obtaining crude L-carnitine, which is then finally purified. The catalyst used for the reduction is a complex of ruthenium bound to a penta-atomic bis-heteroaromatic system. The reduction reaction, performed in controlled conditions of hydrogen pressure, substrate concentration, temperature, and substrate: catalyst molar ratio, enables 4-chloro-3-hydroxybutyrate or 4-chloro-hydroxybutyramide to be obtained in a high yield. The process described, which leads to L-carnitine being obtained, is easily applicable on an industrial scale.

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16-11-2011 дата публикации

A process for the hydrogenation of ketoesters

Номер: EP2386536A1
Принадлежит: Lonza AG

The invention relaters to a process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate ester, comprising reacting a 4-haloacetoacetate ester in the presence of a solvent with hydrogen in the presence of a catalyst of the formula [RuXArY]X, wherein X is halogen, preferably Cl, or OAc, allyl or ClO 4 , Y is BINAP, or a derivative of BINAP having at least one aromatic ring substituted with an alkyl group, Ar is an arene, preferably cymene, benzene, xylene or toluene. The invention also relates to a method for the production of L-carnitine.

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20-01-2005 дата публикации

PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE β-HYDROXY-α-AMINOCARBOXYLIC ACID DERIVATIVES

Номер: WO2005005371A1
Принадлежит: NISSAN CHEMICAL INDUSTRIES, LTD.

[PROBLEMS] To provide a process for efficient production of optically active β-hydroxy-α-aminocarboxylic acid derivatives of anti conformation useful as intermediates of drugs or agricultural chemicals. [MEANS FOR SOLVING PROBLEMS] A process for the production of optically active β-hydroxy-α-aminocarboxylic acid derivatives represented by the general formula (2) or (3): [wherein R1 is substituted or unsubstituted C1-20 alkyl or a substituted or unsubstituted C4-12 aromatic group; and R2 is substituted or unsubstituted C1-20 alkyl or a substituted or unsubstituted C4-12 aromatic group], characterized by hydrogenating an α-aminoacylacetate ester represented by the general formula (1): [wherein R1 and R2 are each as defined above] through catalytic asymmetric hydrogenation in the presence of an acid.

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29-08-1990 дата публикации

Catalytic process for preparing optically active threonine

Номер: EP0322236A3
Принадлежит: Takasago International Corp

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20-05-2003 дата публикации

Industrial process for the production of L-carnitine

Номер: US6566552B2

The present invention describes a process for the industrial production of L-carnitine, comprising the enantioselective reduction of an alkyl 4-chloro-3-oxobutyrate or 4-chloro-3-oxobutyramide. The optically active 3-hydroxy derivative thus obtained is reacted with trimethylamine, obtaining crude L-carnitine, which is then finally purified. The catalyst used for the reduction is a complex of ruthenium bound to a penta-atomic bis-heteroaromatic system. The reduction reaction, performed in controlled conditions of hydrogen pressure, substrate concentration, temperature, and substrate: catalyst molar ratio, enables 4-chloro-3-hydoxybutyrate or 4-chloro-hydroxybutyamide to be obtained in a high yield. The process described, which leads to L-carnitine being obtained, is easily applicable on an industrial scale.

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02-05-2006 дата публикации

Industrial process for the production of L-carnitine

Номер: KR100575605B1

본 발명은 알킬 4-클로로-3-옥소부티레이트 또는 4-클로로-3-옥소부티르아미드의 에난티오머 선택성 환원을 포함하는 L-카르니틴의 산업적인 제조 방법을 개시한다. 상기와 같이 수득된 광학 활성 3-하이드록시 유도체를 트리메틸아민과 반응시켜 조 L-카르니틴을 수득하고, 이어서 이를 최종적으로 정제시킨다. 상기 환원에 사용된 촉매는 5-원자가 비스-헤테로방향족 시스템에 결합된 루테늄의 착체이다. 수소 압, 기질 농도, 온도 및 기질:촉매 몰비가 조절된 조건 하에서 수행되는 상기 환원 반응에 의해 4-클로로-3-하이드록시부티레이트 또는 4-클로로-하이드록시부티르아미드를 고 수율로 수득할 수 있다. L-카르니틴을 생성시키는, 개시된 방법은 산업적인 규모로 용이하게 적용될 수 있다. 알킬 4-클로로-3-옥소부티레이트, 4-클로로-3-옥소부티르아미드, L-카르니틴

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17-11-2011 дата публикации

A process for the hydrogenation of ketoesters

Номер: WO2011141160A1
Принадлежит: LONZA LTD

The invention relaters to a process for the production of an (S)- or (R)-4- halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably CI or Br, or OAc, acetoacetate, allyl or CIO 4 , Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

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30-04-2013 дата публикации

Process for the hydrogenation of ketoesters

Номер: US8431741B2
Принадлежит: Lonza AG

The invention relaters to a process for the production of an (S)- or (R)-4-halo-3-hydroxybutyrate, comprising reacting a 4-haloacetoacetate with hydrogen in the presence of a solvent, the solvent being a solvent mixture, which comprises a first solvent and a second solvent, wherein the first solvent is an aliphatic alcohol, preferably methanol, ethanol or propanol, and the second solvent is aprotic and comprises at least one oxygen atom; and a catalyst of the formula [RuXYZ]X, wherein X is halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or ClO 4 , Y is a bidentate organic ligand having two phosphine groups, and Z is an arene, preferably cymene, benzene, xylene or toluene, or a polyene, preferably a diene, or an alkene.

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19-12-1988 дата публикации

Production of optically active alcohol

Номер: JPS63310847A

(57)【要約】本公報は電子出願前の出願データであるた め要約のデータは記録されません。

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24-06-1992 дата публикации

Process for preparing carnitine

Номер: EP0339764B1
Принадлежит: Takasago International Corp

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28-05-2018 дата публикации

A process for the hydrogenation of ketoesters

Номер: KR101848763B1
Принадлежит: 론차리미티드

본 발명은 (S) 또는 (R)-4-할로-3-하이드록시부티레이트를 제조하는 프로세스에 관한 것으로, 용매의 존재하에서 수소를 가지고, 4-할로아세토아세테이트를 반응시키는 단계를 포함하며, 용매는 첫번째 용매와 두번째 용매를 포함하고, 첫번째 용매는 지방족 알콜, 바람직하게는 메탄올, 에탄올 또는 프로판올이고, 두번째 용매는 반양성자성이고 적어도 하나의 산소 원자를 포함하고, 촉매는 화학식 [RuXYZ]X이고, X는 할로겐, 바람직하게는 Cl 또는 Br, 또는 OAc, 아세토아세테이트, 알릴 또는 ClO 4 이고, Y는 두 개의 포스핀 그룹을 가지는 두자리 유기 리간드이고, Z는 아렌, 바람직하게는 시멘, 벤젠, 자일렌 또는 톨루엔, 또는 폴리엔, 바람직하게는 디엔, 또는 알켄이다. The present invention relates to a process for preparing (S) or (R) -4-halo-3-hydroxybutyrate comprising the step of reacting 4-haloacetoacetate with hydrogen in the presence of a solvent, Wherein the first solvent comprises a first solvent and the second solvent is a fatty alcohol, preferably methanol, ethanol or propanol, the second solvent is non-reactive and comprises at least one oxygen atom, the catalyst is of the formula [RuXYZ] X, X is a halogen, preferably Cl or Br, or OAc, acetoacetate, allyl or ClO 4, Y is a bidentate organic ligand having two phosphine groups, Z is arene, preferably cymene, benzene, xylene, Or toluene, or a polyene, preferably a diene, or an alkene.

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26-12-2012 дата публикации

A process for the hydrogenation of ketoesters

Номер: CN102844293A
Принадлежит: Lonza AG

本发明涉及一种生产(S)-或(R)-4-卤代-3-羟基丁酸酯的方法,其包含将4-卤代乙酰乙酸酯与氢在溶剂和式[RuXYZ]X的催化剂的存在下反应,所述溶剂是溶剂混合物,其包含第一溶剂和第二溶剂,其中所述第一溶剂是脂肪醇,优选甲醇、乙醇或丙醇,所述第二溶剂是非质子的而且包含至少一个氧原子;所述式[RuXYZ]X的催化剂中,X是卤素,优选Cl或Br,或者OAc、乙酰乙酸酯、丙烯基或ClO 4 ,Y是含有两个膦基团的二齿有机配体,Z是芳香烃,优选伞花烃、苯、二甲苯或甲苯,或者多烯,优选二烯,或者烯烃。

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27-01-2016 дата публикации

The method for hydrogenation of ketone ester

Номер: CN102844293B
Принадлежит: Lonza AG

本发明涉及一种生产(S)-或(R)-4-卤代-3-羟基丁酸酯的方法,其包含将4-卤代乙酰乙酸酯与氢在溶剂和式[RuXYZ]X的催化剂的存在下反应,所述溶剂是溶剂混合物,其包含第一溶剂和第二溶剂,其中所述第一溶剂是脂肪醇,优选甲醇、乙醇或丙醇,所述第二溶剂是非质子的而且包含至少一个氧原子;所述式[RuXYZ]X的催化剂中,X是卤素,优选Cl或Br,或者OAc、乙酰乙酸酯、丙烯基或ClO 4 ,Y是含有两个膦基团的二齿有机配体,Z是芳香烃,优选伞花烃、苯、二甲苯或甲苯,或者多烯,优选二烯,或者烯烃。

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01-04-2009 дата публикации

Method for producing optically active 3-aminocarboxylic acid esters

Номер: EP2041070A1
Принадлежит: BASF SE

The invention relates to a method for producing optically active 3-aminocarboxylic acid ester compounds. According to said method, an enantiomer mixture of a mono-N-acylated 3-aminocarboxylic acid ester, which mixture was previously enriched in an enantiomer, is subjected to deacylation and then to a further enantiomer enrichment by crystallization by adding an acidic salt-forming substance.

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05-10-1994 дата публикации

Process for producing optically active alcohol and its derivative

Номер: JPH0678277B2
Принадлежит: Takasago Perfumery Industry Co

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23-01-1990 дата публикации

Process for preparing carnitine

Номер: US4895979A
Принадлежит: Takasago International Corp

A process for preparing carnitine which comprises asymmetrically hydrogenating a γ-halogeno-β-keto ester represented by formula (I): ##STR1## wherein X represents a chlorine atom or a bromine atom; and R represents a lower alkyl group, in the presence of a ruthenium-optically active phosphine complex represented by formula (II), (III) or (IV): Ru.sub.2 Cl.sub.4 (L).sub.2 (C.sub.2 H.sub.5).sub.3 N (II) Ru(OCOR.sup.2).sub.2 (L) (IV) RuX.sub.2 (L) (V) wherein L represents 2,2'-bis(di-p-R 1 -phenylphosphino)- 1,1'-binaphthyl of formula (III): ##STR2## wherein R 1 represents a hydrogen atom, a methyl group, or a t-butyl group; R 2 represents a lower alkyl group or a trifluoromethyl group; and X is as defined above, as a catalyst at a temperature of from 70° to 150° C. to obtain an optically active alcohol represented by formula (VI): ##STR3## wherein X and R are as defined above, and then reacting the optically active alcohol as obtained with trimethylamine without isolation, is disclosed.

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17-12-1992 дата публикации

METHOD FOR PRODUCING CARNITIN.

Номер: DE68901889T2

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27-06-1990 дата публикации

Process for preparing optically active carnitine ester

Номер: EP0375417A2

A process for preparing an optically active carnit­ine ester represented by formula (I): wherein R is lower alkyl and X is halogen, comprises asym­metrically hydrogenating a γ-trimethylammonium-3-oxobutanoic ester halide represented by formula (II): wherein R and X are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. An optically active carnitine ester of any desired isomerism can be obtained through simple operation in high yield at high optical purity. The substrate used is readily available.

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20-04-2010 дата публикации

ASYMMETRIC REDUCTIVE AMINATION OF CETOACID DERIVATIVES TO PRODUCE AMINO ACID DERIVATIVES.

Номер: ES2337061T3

Un procedimiento para producir un derivado ópticamente activo de β-aminoácidos de la fórmula (2-2): **(Ver fórmula)** en la cual R1 es un grupo hidrocarburo opcionalmente sustituido o un grupo heterocíclico opcionalmente sustituido; R3 es un grupo alcoxi opcionalmente sustituido, un grupo ariloxi opcionalmente sustituido, un grupo aralquiloxi opcionalmente sustituido, -NRaRb (Ra y Rb son cada uno independientemente un átomo de hidrógeno, un grupo hidrocarburo opcionalmente sustituido, un grupo acilo opcionalmente sustituido, -SO2A1 (A1 es un grupo hidrocarburo opcionalmente sustituido, o un grupo amino sustituido) o -COORc (Rc es un grupo hidrocarburo opcionalmente sustituido)); R11 es un átomo de hidrógeno, un grupo hidrocarburo opcionalmente sustituido, un grupo alcoxi opcionalmente sustituido, un grupo ariloxi opcionalmente sustituido, un grupo aralquiloxi opcionalmente sustituido o hidroxi; o R1 y R11, R11 y R3, o R1 y R3, tomados juntos, pueden formar un anillo; los sustituyentes en los grupos sustituidos son grupos hidrocarburo, grupos hidrocarburo sustituidos, grupos heterocíclicos, grupos heterocíclicos sustituidos, grupos alcoxi, grupos alcoxi sustituidos, grupos ariloxi, grupos ariloxi sustituidos, grupos aralquiloxi, grupos aralquiloxi sustituidos, grupos acilo, grupos acilo sustituidos, grupos alcoxicarbonilo, grupos ariloxicarbonilo, grupos aralquiloxicarbonilo, grupos aciloxi, grupos alquiltio, grupos aralquiltio, grupos ariltio, átomos de halógeno, grupos hidrocarburo halogenados, grupos alquilenodioxi, grupos amino, grupos amino sustituidos, grupo ciano, grupo nitro, grupo hidroxi, grupo hidroxilo, grupo carboxilo, grupo sulfo, o grupos sililo sustituidos; X'' es un ácido que se selecciona del grupo que consiste en un ácido inorgánico, un ácido orgánico y un ácido de Lewis; * es un átomo de carbono quiral; y b es 0 ó 1, con la condición de que cuando R11 es un átomo de hidrógeno, el átomo de carbono al cual R11 está unido no sea un carbono ...

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22-11-1990 дата публикации

Process for preparing optically active carnitine ester

Номер: EP0375417A3
Принадлежит: Takasago International Corp

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06-03-2001 дата публикации

Process for preparing optically active carnitine ester

Номер: US6197996B1
Принадлежит: Takasago International Corp

A process for preparing an optically active carnitine ester represented by formula (I): wherein R represents a lower alkyl group; and X represents a halogen atom, is disclosed, comprises asymmetrically hydrogenating a γ-trimethylammonium-3-oxobutanoic ester halide represented by formula (II): wherein R and X are as defined above, in the presence of a ruthenium-optically active phosphine complex as a catalyst. An optically active carnitine ester of any desired isomerism can be obtained through simple operation in high yield at high optical purity. The substrate used is easily available.

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30-07-1992 дата публикации

METHOD FOR PRODUCING CARNITIN.

Номер: DE68901889D1

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04-08-1993 дата публикации

Process for preparing optically active carnitine ester

Номер: EP0375417B1
Принадлежит: Takasago International Corp

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05-01-2000 дата публикации

6,6'-bis-(1-phosphanorbornadiene) diphosphines

Номер: EP0968220A1
Принадлежит: Rhodia Chimie SAS

The invention concerns novel 6,6'-bis-(1-phosphanorbornadiene) diphosphines, the method for preparing them and their use in asymmetric catalysis. The novel diphosphines correspond to general formula (I) in which R1, R2, R3, R4, R5 are such as defined in claim 1.

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14-08-1986 дата публикации

Production of l-dopa

Номер: JPS61181392A
Принадлежит: GD Searle LLC

(57)【要約】本公報は電子出願前の出願データであるた め要約のデータは記録されません。

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18-01-1974 дата публикации

Opitcally-active alpha amino acid prepn - from imines and oximes of glyoxy-lic acid and alpha-keto-acids

Номер: FR2188597A5
Автор: [UNK]
Принадлежит: ERAP ELF ENTR RECH ACTIV PETRO

Title amino acids of formula (I): are prepd by reaction of X-N=C(R)-COOR2 with R3 Y in the presence of a transition metal complex MxLyZz (where R=H or methyl; R2=aliphatic hydrocarbon cycloaliphatic or aromatic radical; R1, R3=H or a hydrocarbon radical (opt. substd by functional gps), X = hydrocarbon radical, hydroxy or carboxyl gp. Y=Cl, Br or I; L=stabilising ligand; Z=anion, M=Gp. VIII transition metal, x, y=1-12 and z=0-12).

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24-03-1989 дата публикации

PROCESS FOR THE SYNTHESIS OF ALPHA AMINO N-ALKYL ACIDS AND THEIR ESTERS APPLICATION TO THE SYNTHESIS OF CARBOXYALKYL DIPEPTIDES

Номер: FR2620699A1
Принадлежит: ADIR SARL

Procédé stéréo sélectif de synthèse industrielle de dérivés de formule I :HO-C-CH-NH-CH-C-OR2 ou R1 est alcoyle inférieur linéaire ou ramifié de 1 à 6 atomes de carbone, R2 est alcoyle inférieur linéaire ou ramifié de 1 à 4 atomes de carbone, utilisant des matières premières peu coûteuses et obtenant des rendements optima. Application à la synthèse de carboxyalkyl dipeptides. Selective stereo process for the industrial synthesis of derivatives of formula I: HO-C-CH-NH-CH-C-OR2 where R1 is linear or branched lower alkyl of 1 to 6 carbon atoms, R2 is linear or branched lower alkyl of 1 with 4 carbon atoms, using inexpensive raw materials and obtaining optimum yields. Application to the synthesis of carboxyalkyl dipeptides.

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03-11-1989 дата публикации

PROCESS FOR THE STEREOSPECIFIC SYNTHESIS OF 4-AMINO-3-HYDROXY-CARBOXYLIC ACIDS

Номер: FR2584399B1
Принадлежит: SANOFI SA

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17-09-2001 дата публикации

Process for the production of L-(-)-carnitine from wastes with opposite arrangement

Номер: KR100294780B1

본발명은 입체적으로 반대 배치를 갖는 D-(+)-카르니틴을 출발물질로하여 L-(-)-카르니틴을 제조하는 방법에 관한 것으로서, 더욱 상세히 설명하면 D-(+)-카르니틴 유도체가 크로토노베타인(crotonobetaine) 또는 감마-부티로베타인(gammabutyrobetain)과 같은 키랄중간체(achiral intermediate)를 거쳐 L-(-)-카르니틴을 제조하는 종래의 방법 대신 출발물질인 D-(+)-카르니틴으로부터 키랄 중간체 제조과정없이 직접 L-(-)-카르니틴을 제조하는 방법에 관한 것이다. The present invention relates to a method for preparing L-(-)-carnitine by using D-(+)-carnitine having a three-dimensionally opposite arrangement as a starting material, and more specifically, the D-(+)-carnitine derivative D-(+)-carnitine, a starting material, instead of the conventional method for preparing L-(-)-carnitine via chiral intermediates such as tonobetaine or gamma-butyrobetain It relates to a method for producing L-(-)-carnitine directly without a chiral intermediate manufacturing process from.

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12-11-2004 дата публикации

PROCESS FOR THE SYNTHESIS OF 4-HYDROXYISOLEUCIN AND ITS DERIVATIVES

Номер: FR2854629A1

L'invention a pour objet un procédé de synthèse des isomères, au niveau de la fonction OH, des acides aminés a de formule générale B :dans laquelle R1 et R2 représentent :.un atome d'hydrogène, ou.l'un de R1 ou R2 représente un atome d'hydrogène et l'autre substituant est un radical Ra, un groupe acyle -CORa, notamment acétyle, ou encore un groupe fonctionnel -COORa,-SO2Ra,-N (Ra, Rb), Ra et Rb, identiques ou différents, étant un radical alkyle linéaire ou ramifié en C1-C12, le cas échéant substitué, un groupe aryle à un ou plusieurs cycles aromatiques, comportant 5 à 8C, le cas échéant substitué, ou aralkyle, le substituant alkyle et le groupe aryle étant comme défini ci-dessus, ou. R1 et R2 représentent tous deux un substituant tel que défini ci-dessus,. R3 représente un atome d'hydrogène ou Ra, et. R4 présente les significations de Ra,caractérisé, en ce qu'il comprend :- l'isomérisation d'un composé de formule I :de manière à obtenir, comme isomère majoritaire, un composé de formule II :- la recristallisation de cet isomère II,- la réduction de sa fonction carbonyle ce qui conduit, selon le système catalytique utilisé, à l'un des isomères de formule générale III ou IV ou au mélange des isomères de formule B :Application à la synthèse de la (2S, 3R, 4S)-4-hydroxyisoleucine. The subject of the invention is a process for the synthesis of isomers, at the level of the OH function, of amino acids a of general formula B: in which R1 and R2 represent: a hydrogen atom, or one of R1 or R2 represents a hydrogen atom and the other substituent is a radical Ra, an acyl group -CORa, in particular acetyl, or also a functional group -COORa, -SO2Ra, -N (Ra, Rb), Ra and Rb, identical or different, being a linear or branched C1-C12 alkyl radical, optionally substituted, an aryl group with one or more aromatic rings, comprising 5 to 8C, optionally substituted, or aralkyl, the alkyl substituent and the group aryl being as defined above, or. R1 ...

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15-12-2000 дата публикации

NOVEL PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE ALPHA-AMINONITRILES

Номер: FR2794743A1

Nouveau procédé de préparation d'alpha-aminonitriles optiquement actifs de formule (I) : (CF DESSIN DANS BOPI) par hydrocyanation énantiosélective à l'aide d'un agent d'hydrocyanation, en présence d'un complexe métallique agissant comme catalyseur, de cétimines de formule (II) : (CF DESSIN DANS BOPI) les radicaux R1 , R2 et T étant tels que définis dans la description Utilisation des alpha-aminonitriles de formule (I) comme intermédiaires de synthèse de composés organiques optiquement actifs. New process for the preparation of optically active alpha-aminonitriles of formula (I): (CF DRAWING IN BOPI) by enantioselective hydrocyanation using a hydrocyanation agent, in the presence of a metal complex acting as a catalyst, of ketimines of formula (II): (CF DRAWING IN BOPI) the radicals R1, R2 and T being as defined in the description Use of alpha-aminonitriles of formula (I) as intermediates for the synthesis of optically active organic compounds.

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05-10-2001 дата публикации

NOVEL PROCESS FOR THE SYNTHESIS OF N - [(s) -1- CARBOXYBUTYL] - (S) -ALANINE ESTERS AND APPLICATION TO THE SYNTHESIS OF PERINDOPRIL

Номер: FR2807037A1
Автор: Jean Claude Souvie
Принадлежит: ADIR SARL

Procédé stéréosélectif de synthèse industrielle de dérivés de formule (I) : (CF DESSIN DANS BOPI) dans laquelle R représente un groupement alkyle (C1 -C6 ) linéaire ou ramifié. Application à la synthèse du perindopril et de ses sels pharmaceutiquement acceptables. Stereoselective process for the industrial synthesis of derivatives of formula (I): (CF DRAWING IN BOPI) in which R represents a linear or branched alkyl group (C1 -C6). Application to the synthesis of perindopril and its pharmaceutically acceptable salts.

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30-12-1977 дата публикации

Patent FR2173232B1

Номер: FR2173232B1
Автор: [UNK]

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08-06-2017 дата публикации

METHOD FOR PRODUCING (S) -3- (AMINOMETHYL) -5-METHYLHEXANIC ACID

Номер: RU2015152067A

РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (13) 2015 152 067 A (51) МПК A61K 31/00 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ (12) ЗАЯВКА НА ИЗОБРЕТЕНИЕ (21)(22) Заявка: 2015152067, 04.12.2015 Приоритет(ы): (22) Дата подачи заявки: 04.12.2015 (43) Дата публикации заявки: 08.06.2017 Бюл. № 16 (72) Автор(ы): Резников Александр Николаевич (RU), Сибирякова Анастасия Эдуардовна (RU), Климочкин Юрий Николаевич (RU) R U путем энантиоселективного присоединения диэтилмалоната к 4-метил-1нитропентену-1 с последующим восстановлением и кислотным гидролизом продукта присоединения в соответствии со схемой 1, Стр.: 1 A 2 0 1 5 1 5 2 0 6 7 A (57) Формула изобретения 1. Способ получения (S)-3-(аминометил)-5-метилгексановой кислоты, формулы I 2 0 1 5 1 5 2 0 6 7 (54) СПОСОБ ПОЛУЧЕНИЯ (S)-3-(АМИНОМЕТИЛ)-5-МЕТИЛГЕКСАНОВОЙ КИСЛОТЫ R U Адрес для переписки: 443100, г. Самара, ул. Молодогвардейская, 244, Главный корпус СамГТУ, патентный отдел (71) Заявитель(и): Федеральное государственное бюджетное образовательное учреждение высшего образования "Самарский государственный технический университет" (RU) 2. Способ получения по п. 1, отличающийся тем, что получение (S)-3-(аминометил) -5-метилгексановой кислоты осуществляют кислотным гидролизом этилового эфира (4S)-изобутилпирролидин-2-он-3-карбоновой кислоты с последующей обработкой триэтиламином без промежуточной стадии выделения хлоргидрата (S)-3-(аминометил) -5-метилгексановой кислоты. 2 0 1 5 1 5 2 0 6 7 R U A 2 0 1 5 1 5 2 0 6 7 отличающийся тем, что используемый на стадии присоединения катализатор представляет собой комплекс никеля(II) формулы II с (2S,3S)-N,N'-дибензилбицикло [2.2.2]октан-2,3-диамином R U A , Стр.: 2

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22-01-1998 дата публикации

Asymetric synthesis of chiral beta-amino acids

Номер: CA2258712A1

The invention herein is directed to a process for the preparation of ethyl 3S-amino-4-pentynoate which involves treating 3-(trimethylsilyl)-2-propynal with L-phenylglycinol in toluen to produce .alpha.S-[[3-(trimethylsilyl)-2-propynyliden]amino]benzenethanol; reacting .alpha.S-[[3-(trimethylsilyl)-2-propynylidene]amino]benzenethanol with BrZnCH2CO2t-Bu in THF/NMP to produce 1,1-dimethylethyl 3S[(2-hydroxy-1S-phenylethyl)amino]-5-(trimethylsilyl)-4-pentynoate; reacting the 1,1-dimethylethyl 3S-[(2-hydroxy-1S-phenylethyl)amino]-5-(trimethylsilyl)-4-pentynoate with sodium periodate to form 1,1-dimethylethyl 3S-[(phenylmethylene)amino]-5-(trimethylsilyl)-4-pentynoate; hydrolizing 1,1-dimethylethyl 3S-[(phenylmethylene)amino]-5-(trimethylsilyl)-4-pentynoate to produce 1,1-dimethylethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate; transesterifying 1,1-dimethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate and desilylating to produce ethyl 3S-amino-4-pentynoate. The present invention relates also to a process for the preparation of chiral beta-amino acids of formula (I).

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22-10-2001 дата публикации

Process for the production of L-(-)-carnitine from wastes with opposite arrangement

Номер: KR100301952B1

본 발명은 L-(-)-카르니틴과 입체적으로 반대 배치를 하도록 하는 비대칭탄소원자를 포함한 물질로부터 L-(-)-카르니틴를 제조하는 방법에 관한 것으로서, 더욱 상세히 설명하면 출발물질을 크로토노베타인(crotonobetaine) 또는 감마-부티로베타인(gamma-butyrobetaine)과 같은 키랄중간체(achiral intermediate)로 전화시킨 다음 키랄중간체를 L-(-)-카르니틴으로 전환시키는 종래의 방법 대신 출발물질인 D-(+)-카르니틴 아미드로부터 키랄중간체 제조과정없이 직접 L-(-)-카르니틴을 제조하는 개선된 방법에 관한 것이다. The present invention relates to a method for preparing L-(-)-carnitine from a material containing an asymmetric carbon atom to be stereoscopically opposed to L-(-)-carnitine. D-(+ instead of conventional methods of converting chiral intermediates to L-(-)-carnitine after conversion to chiral intermediates such as crotonobetaine or gamma-butyrobetaine An improved method for producing L-(-)-carnitine directly without the production of chiral intermediates from the) -carnitine amides.

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23-11-2000 дата публикации

Process for preparing r-(-)-carnitine from s-(-)-chlorosuccinic acid or from a derivative thereof

Номер: WO2000069808A1

A process for the preparation of L-carnitine inner salt comprising the reduction, with a suitable reducing agent, of a compound of formula (I): where X1 and X2, which may be the same or different, are hydroxy, C1-C4 alkoxy, phenoxy, halogen, or X1 and X2, when taken together are an oxygen atom and the resulting compound is a derivative of succinic anhydride; Y is halogen, the mesyloxy or the tosyloxy group: and subsequent treatment with water, then with a base and then with trimethylamine.

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10-06-1992 дата публикации

Improvement to the preparation of chiral catalysts based on ruthenium and phosphorus complexes.

Номер: EP0489071A1
Принадлежит: Societe National Elf Aquitaine

Procédé de préparation d'un catalyseur chiral, constitué par un complexe organique du ruthénium et du phosphore, qui comprend le chauffage d'un complexe de ruthénium avec une phosphine, au sein d'un liquide organique, inerte vis-à-vis des substances en présence, le complexe chauffé étant à base d'un diène et d'un composé allylique; le produit obtenu à la suite de ce chauffage est soumis à l'action d'un acide dans un solvant organique. Process for the preparation of a chiral catalyst, consisting of an organic complex of ruthenium and phosphorus, which comprises heating a complex of ruthenium with a phosphine, within an organic liquid, inert towards the substances present, the heated complex being based on a diene and an allylic compound; the product obtained following this heating is subjected to the action of an acid in an organic solvent.

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24-11-1998 дата публикации

Asymmetric synthesis of chiral beta-amiNo acids

Номер: US5840961A
Принадлежит: GD Searle LLC

The invention herein is directed to a process for the preparation of ethyl 3S-amino-4-pentynoate which involves treating 3-(trimethylsilyl)-2-propynal with L-phenylglycinol in toluene to produce αS- 3-(trimethylsilyl)-2-propynylidene amino!benzenethanol; reacting αS- 3-(trimethylsilyl)-2-propynylidene!amino!benzenethanol with BrZnCH 2 CO 2 t-Bu in THF/NMP to produce 1,1-dimethylethyl 3S- (2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate; reacting the 1,1-dimethylethyl 3S- (2-hydroxy-1S-phenylethyl)amino!-5-(trimethylsilyl)-4-pentynoate with sodium periodate to form 1,1-dimethylethyl 3S- (phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate; hydrolyzing 1,1-dimethylethyl 3S- (phenylmethylene)amino!-5-(trimethylsilyl)-4-pentynoate to produce 1,1-dimethylethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate; transesterifying 1,1-dimethyl 3S-amino-5-(trimethylsilyl)-4-pentynoate and desilylating to produce ethyl 3S-amino-4-pentynoate.

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15-02-2007 дата публикации

Process for carrying out an imine-ene reaction

Номер: DE60217362D1
Принадлежит: JOHNSON MATTHEY PLC

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06-07-2018 дата публикации

A process for the preparation of isoserine derivatives

Номер: KR101875169B1
Принадлежит: 인데나 에스.피.에이

본 발명은 높은 부분입체이성질체선택적(diastereoselective) 방식으로 이소세린 유도체를 제조하는 "단일 용기(one pot)" 방법에 관한 것이다. 본 발명에 따른 방법은 보호된 글리시드산을 이민과 반응시켜 -OH과 -COOH기 모두에서 보호된 이소세린을 수득하는 단계, 이소세린 또는 이소세린 1-4C-알킬 에스테르로 수득된 중간체를 탈보호시키는 단계를 포함한다. 주된 이성질체로서 순수한 트레오 유도체가 수득된다. The present invention relates to a " one pot " method of preparing isoserine derivatives in a high diastereoselective manner. The process according to the invention comprises the steps of reacting a protected glycidic acid with an imine to obtain protected isoserine in both the -OH and -COOH groups, removing the intermediate obtained with the isoserine or isocerine 1-4C-alkyl ester Lt; / RTI > A pure threo derivative is obtained as the main isomer.

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29-05-2013 дата публикации

A process for the production of carnitine

Номер: EP2595951A1
Принадлежит: Lonza AG

The invention relates to a method for the production of L-carnitine, wherein a chiral β-lactone carnitine precursor is obtained by a [2+2] cycloaddition of ketene with an aldehyde X-CH 2 -CHO, wherein X is selected from CI, Br, I and trimethylamine, in the presence of a chiral catalyst.

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03-05-2005 дата публикации

Process for producing 3-amino-2-oxo-1-halogenopropane derivatives

Номер: CA2190570C
Принадлежит: Ajinomoto Co Inc

3-Amino-2-oxo-1-halogenopropane derivatives are prepared by reacting a protected amino acid with an alkali metal enolate of an alkyl acetate with a halogenating agent for halogenation of the 2-position, or by reacting a protected amino acid with an alkali metal enolate of an alkyl halogenoacetate, to form a 4-amino-3-oxo-2-halogenobutanoic acid ester derivative which is then hydrolyzed and decarboxylated. The 3-amino-2-oxo-1-halogenopropane derivatives obtained in accordance with the invention can easily be converted to 3-amino-1,2-epoxypropanes that are important as intermediates for pharmaceutical preparations including HIV protease inhibitors and certain enzyme inhibitors.

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