Protection of histidine side-chains with π-benzyloxymethyl- or π-bromobenzyloxymethyl-groups

Abstract

N(α)-t-Butoxycarbonyl-N(π)-benzyloxymethyl-L-histidine (1) and N(α)-t-butoxycarbonyl-N(π)-4-bromo-benzyloxymethyl-L-histidine (2) have been prepared and shown to be suitable derivatives for peptide synthesis with histidine; the synthetic intermediates had convenient, physical properties, no side reactions were encountered, and the final deprotection proceeded smoothly under mild conditions.