Tetrahedron

Amidoalkylation of mercaptans with glyoxylic acid derivatives

U Zoller, D Ben-Ishai

Index: Zoller,U.; Ben-Ishai,D. Tetrahedron, 1975 , vol. 31, p. 863 - 866

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Citation Number: 144

Abstract

The synthesis of α-alkyl mercaptohippuric acid (3a–d), N-benzyloxycarbonyl-α- methylthioglycine (3e) and their methyl esters (5a–d) by the amido-alkylation of mercaptans with α-hydroxyhippuric acid (2a), α-hydroxy-N-benzyloxycarbonylglycine (2b) and their methoxymethyl ester derivatives 4a and 4b is described. Oxidation with m-chloroperbenzoic acid afforded the corresponding sulfoxides and sulfones and treatment with N- ...