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

✍ Scribed by Makowski, Maciej ;Rzeszotarska, Barbara ;Smelka, Leszek ;Kubica, Zbigniew

Publisher: John Wiley and Sons
Year: 1985
Tongue: English
Weight: 443 KB
Volume: 1985
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198519850716

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✦ Synopsis

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).

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