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

…, B Rzeszotarska, L Smelka, Z Kubica

Index: Makowski, Maciej; Rzeszotarska, Barbara; Smelka, Leszek; Kubica, Zbigniew Liebigs Annalen der Chemie, 1985 , # 7 p. 1457 - 1464

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Citation Number: 9

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).