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

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

1991-09-20

1993-04-13

Brust, Joseph Paul

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20709

Patent

active

052024431

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##

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