Studies on 2-aziridinecarboxylic acid. III. Reaction of 1-acyl-2-aziridinecarboxylic acid peptide with amines.

The reaction of Z–Gly–Azy–Gly–OBzl with amines was studied. With primary amines, the 1-acyl group (Z–Gly) of the aziridine peptide mainly migrated to the reactant amine with cleaving of the amide bond between glycine and aziridine, whereas aniline and diethylamine gave diaminopropionic acid derivatives via the ring opening reaction.