OPTICALLY ACTIVE 1 SUBSTITUTED 2 AMINOMETHYL PYRROLIDINES STEREOSPECIFICS SYNTHESIS THEREOF AND PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 2 METHOXY N PYRROLIDYLMETHYL BENZAMIDES

摘要

The optically active pyrrolidines of formula: IMAGE are obtained from (R)- or (S)-glutamic acid, by formation of an aldimine with an aldehyde R''CHO, reduction of the imino group to an amino group, cyclisation by the action of an acid, esterification of the carboxyl, conversion of the ester to an amide and reduction. The compounds can be used in the synthesis of optically active benzamides, which have a therapeutic activity, of formula: IMAGE To this end, they are condensed with a 2-methoxy-5-X-benzoic acid or one of its derivatives. None of the reactions affects the absolute configuration of the asymmetric carbon; thus, (S)-glutamic acid leads to an (S)-amine I and to an (S)-benzamide II. The symbols R', R'' and X are defined in Claims 1 and 8.