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Synthesis of Peptides with α,β‐Dehydroamino Acids, I. Synthesis of N ‐Benzyloxycarbonyl and N ‐Trifluoroacetyl Dipeptides of Dehydroalanine and Dehydrophenylalanine
Author(s) -
Makowski Maciej,
Rzeszotarska Barbara,
Kubica Zbigniew,
Wieczorek Piotr
Publication year - 1984
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198419840511
Subject(s) - chemistry , dehydroalanine , phenylpyruvic acid , dipeptide , pyruvic acid , amino acid , condensation , catalysis , stereochemistry , organic chemistry , medicinal chemistry , phenylalanine , biochemistry , physics , thermodynamics
Condensation of amides of N ‐(benzyloxycarbonyl)‐ and N ‐(trifluoroacetyl)amino acid with pyruvic and phenylpyruvic acid yields, in the presence of p ‐toluenesulfonic acid as a catalyst, N ‐(benzyloxycarbonyl)‐ and N ‐(trifluoroacetyl)dehydro dipeptides with C‐terminal Δ Ala and ΔPhe, respectively (Table 2 and 3).