Process for the asymmetric synthesis of S-acyl derivatives of 2- mercaptomethyl -3- phenyl propanoic acid, application to the synthesis of N-(mercaptoacyl) amino acid derivatives

摘要

Process for the asymmetric synthesis of S-acyl derivatives of 2- mercaptomethyl-3-phenylpropanoic acid of formula (I): characterized in that it comprises the steps consisting in:PPa) preparing the diol (VI) by reduction of a malonic ester (V) in the presence of a hydride;P Pb) preparing the monoacetates (VII R) or (VII S) respectively;PP c) subjecting these monoacetates to an oxidation in order to form the acids (IX S) or (IX R);PPd) saponifying the compounds (IX S) or (IX R) in order to form the hydroxy acids (X S) or (X R);PPe) thioacylating the hydroxy acids (X S) or (X R) with a mercapto acid R. sub.1 SH (XI), according to a Mitsunobu-type reaction, in order to lead to the desired acids (I R) (I S) respectively and application to the synthesis of N-(mercaptoacyl)amino acid derivatives (II). ##STR1##