New amino-protecting groups with special application in peptide synthesis

Abstract

The introduction of a tertiary amino substituent into urethane-type protecting groups [as in (1), (4), (8) and (12)] increases their acid-stability and provides a ‘handle’ for the facilitation of peptide synthesis; analogues of t-butoxycarbonyl and benzyloxycarbonyl groups having NN-dimethylcarbamoyl substituents [(15) and (18)], designed to increase the solubility of protected peptides in dimethylformamide, are also reported.