Synthesis of peptides with α,β‐dehydroamino acids, III. Debenzyloxycarbonylation and detrifluoroacetylation of dehydroalanine and dehydrophenylalanine peptides

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 HCO2NH4 in the presence of Pd C (Table 4). Synthese von Peptiden mit α,β-Dehydroaminosauren, III.– Debenzyloxycarbonylierung und Detrifluoracetylierung von Dehydroalanin- und Dehydrophenylalanin-Peptiden An einer Serie von zwolf Z-3) oder TFA-Modellpeptiden mit Dehydroalanin und (Z)-Dehydrophenylalanin …