Process for preparing...

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 207/16 (2006.01)

Patent

CA 2051985

PROCESS FOR PREPARING 1-[(2S)-3-MERCAPTO-METHYL-1- OXOPROPYL]-L-PROLINE Abstract The invention relates to a novel process for preparing 1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-L- proline (captopril) of formula (I). Image (II) which comprises hydrogenating 1-[(2S)-2-methyl-1-oxo-3- rhodanidopropyl]-L-proline of formula (II) Image (II) in an inert solvent, in the presence of a catalyst, at a temperature of 50 to 120 °C under a pressure of 105 to 107 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). -2- Image (III) The process of the invention renders possible to produce the compound of formula (I) in a simple way with high purity and good overall yields.

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