Synthesis of Peptides with α,β‐Dehydroamino Acids, III. Debenzyloxycarbonylation and Detrifluoroacetylation of Dehydroalanine and Dehydrophenylalanine Peptides

Abstract

Abstract The removal of amino protecting groups from a series of twelve model Z‐ 3) or TFA‐dipeptides of dehydroalanine and (Z)‐dehydrophenylalanine was investigated. During this deprotection, peptides with Δ Ala are prone to side reactions to a higher extent than those with Δ Phe. Therefore it is interesting to note that from the Δ Ala peptides, the Z group can be split off in preparative manner with HCO 2 NH 4 in the presence of Pd C (Table 4).