08-06-2017 дата публикации
Номер: US20170158733A1
An enantioselective process for the production of (2S,3aS,6aS)-cyclopenta[b]pyrrole-2-carboxylic acid and its conversion into Ramipril is provided. 5. The compound according to claim 4 , wherein the carbon atom bearing the R1 group has the (S) configuration.8. The compound of claim 7 , wherein the carbon atom bearing the COOR4 group has the (S) configuration.10. The compound of claim 9 , wherein the carbon atom bearing the CN group has the R-configuration.12. The compound according to any one of claim 9 , claim 9 , or claim 9 , whereinR1 in any one of the compounds of formulae (VI), (VI′) and (VII′) is COOR4.13. The compound according to any one of to claim 9 , whereinR2 in any one of the compounds of formulae (VI), (VI′), (VIIa), (VIIb) and (VII′) is methyl or ethyl.14. The compound according to any one of claim 9 , claim 9 , claim 9 , claim 9 , or claim 9 , whereinR3 in any one of the compounds of formulae (VI), (VIIa) and (VIIb) is methyl, ethyl, propyl, butyl, trifluoromethyl, methoxy, ethoxy, propoxy, butoxy, or phenyl.15. The compound according to any one of claim 9 , claim 9 , claim 9 , claim 9 , or claim 9 , whereinR4 in any one of the compounds of formulae (VI), (VI′), (VIIa) and (VII′) is methyl or ethyl.16. The compound according to any one of to claim 9 , wherein“Ar” in any one of the compounds of formulae (IVb), (VI) and (VI′) is phenyl, 4-methoxyphenyl, 4-chlorophenyl or naphtyl. The present invention relates to a new process for making Ramipril. The present invention further relates to an improved process for preparing (2S,3aS,6aS)-cyclopenta[b]pyrrole-2-carboxylic acid as an intermediate for manufacturing Ramipril. The present invention also relates to new intermediates and to a process for making them.Ramipril as shown in formula (I) is a known ACE inhibitor which is frequently employed in pharmacy to treat high blood pressure (hypertension), heart failure and related diseases.The production of Ramipril involves the coupling of the amino acid N-[1-( ...
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