Collect. Czech. Chem. Commun. 1992, 57, 1495-1504

p-Azobenzenecarboxamidomethyl Esters - New Colored Hydrophobic Carboxyl Protecting Groups in Peptide Synthesis

Valentin G. Zhuravlev, Anatolii A. Mazurov and Sergei A. Andronati

A. V. Bogatsky Physico-Chemical Institute, Academy of Sciences of the Ukrainian SSR, Chernomorskaya doroga 86, 270080 Odessa, Ukrainia


p-Azobenzenecarboxamidomethyl esters (OAbc esters) of several α-amino acids have been synthesized and characterized. Their application in peptide chemistry as a colored alkali labile carboxyl protecting group was demonstrated. The esters are compatible with commonly used protecting groups. They are removed with aqueous potassium carbonate in 15-20 min.