Dimerization of an intermediate during the sodium in liquid ammonia reduction of L-thiazolidine-4-carboxylic acid

P Blondeau, C Berse, D Gravel

Index: Blondeau,P. et al. Canadian Journal of Chemistry, 1967 , vol. 45, p. 49 - 52

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Citation Number: 105

Abstract

Reduction with sodium in liquid ammonia of l-thiazolidine-4-carboxylic acid (II) leads, depending on the reaction procedure followed, to N-methyl-l-cysteine (I) or a mixture of N- methyl-l-cysteine (I)(30%) and a dimer (50%), the structure of which is shown to be VI. Contrary to what has been expressed in the literature, the reaction of 1, 2-dichloroethane with cysteine (III) at a pH of 8-10 does not lead to compound VI but to compound VIII.