The Journal of Organic Chemistry

Phenylhydrazide as a Protective Group in Peptide Synthesis. The Oxidation of γ-Phenylhydrazides of N-Carbobenzoxy-α-L-glutamylamino Acid Esters with …

RB Kelly

Index: Kelly,R.B. Journal of Organic Chemistry, 1963 , vol. 28, p. 453 - 456

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Citation Number: 21

Abstract

The synthesis of some 7-phenylhydrazides of N-carbobenzoxy-eL-glutamylamino acid esters (111) is described. Treatment of aqueous acetic acid solutions of these compounds n- ith manganese dioxide, at room temperature, results in the rapid oxidation of the phenylhydrazide group to a carboxylic acid leaving the carbobenzoxy group and the ester intact and without racemization. The use of the phenylhydrazide group as a protective ...