Patent · US Expired

Process for preparing 1-(2S)-3-mercapto-methyl-1-oxopropyl)-L-proline

US5202443A · kind A · utility

2Cited by
7References
5Claims
0Family size

Assignee

Inventors

Key dates

Filing dateSep 20, 1991
Grant dateApr 13, 1993
Priority date
Expiry dateSep 20, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D207/16
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The invention relates to a novel process for preparing 1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-L-proline (captopril) of formula (I). ##STR1## which comprises hydrogenolysing 1-[(2S)-2-methyl-1-oxo-3-rhodanidopropyl]-L-proline of formula (II) ##STR2## in an inert solvent, in the presence of a catalyst, at a temperature of 50.degree. to 120.degree. C. under a pressure of 10.sup.5 to 10.sup.7 Pa. The above compound of formula (II) is new and can be prepared by acylating L-proline with a reactive acylating derivative of (2S)-2-methyl-3-rhodanido-propionic acid of formula (III). ##STR3##

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.