Process for the preparation of ¬1-3-mercapto-(2s)-...

C - Chemistry – Metallurgy – 07 – D

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260/325.1

C07D 207/16 (2006.01) C07C 53/19 (2006.01) C07C 53/50 (2006.01)

Patent

CA 1137499

ABSTRACT OF THE DISCLOSURE The invention relates to a novel process for the preparation of 1-[3-mercapto-/2S/-methylpropionyl]-pyrrolidine-/2S/-carboxylic acid through the N-acylation of L-proline. According to the process of the invention L-proline is acylated with a 3-halogen-2-methylpropionyl chloride of the formula III Image III wherein Hal is a halogen atom, preferably chlorine or bromine, the obtained 1-[3-halogen-/2S/-methylpropionyl]-pyrrolidine-/2S/-carboxylic acid, wherein Hal is as stated above, is reacted with an alkali thiosulfate or alkali trithio- carbonate and the reaction product is hydrolized with an acid. The process of the invention is very economical as compared with the known processes. The de- sired product is prepared from methacrylic acid in 4 reaction steps with a total yield of 25 per cent and from L-proline in 2 reaction steps with a total yield of 30 per cent.

366072

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