Captopril (1-[(2$i(S))-3-mercapto-2-methylpropionyl]-L-proline) of formula (I) is prepared from 2-methyl-1,3-propandiol by microbial oxidation to obtain (R)-3-hydroxy-2-methyl propionic acid, by chlorination to obtain (R)-3-chloro-2-methyl propionyl chloride and by subsequent reaction with L-proline to obtain the corresponding N-(3-chloro-2-methylpropionyl-L-proline) and by conversion of the chloromethyl group into the mercaptomethyl group. Captopril is a antihypertensive pharmaceutical active substance.
Methods for preparing 3-hydroxycarboxylic acids and captopril / T. Locher, E. Urban, F. Molinari, F. Aragozzini, J.P. Roduit.
Methods for preparing 3-hydroxycarboxylic acids and captopril
F. Molinari;
2000
Abstract
Captopril (1-[(2$i(S))-3-mercapto-2-methylpropionyl]-L-proline) of formula (I) is prepared from 2-methyl-1,3-propandiol by microbial oxidation to obtain (R)-3-hydroxy-2-methyl propionic acid, by chlorination to obtain (R)-3-chloro-2-methyl propionyl chloride and by subsequent reaction with L-proline to obtain the corresponding N-(3-chloro-2-methylpropionyl-L-proline) and by conversion of the chloromethyl group into the mercaptomethyl group. Captopril is a antihypertensive pharmaceutical active substance.
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