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Synthesis of peptides with α,β‐dehydroamino acids, VI. Synthesis of N ‐benzyloxycarbonyl and N ‐trifluoroacetyl dipeptides of α,β‐dehydro‐butyrine, ‐valine, ‐leucine, and ‐isoleucine
Author(s) -
Smełka Leszek,
Rzeszotarska Barbara,
Pietrzyński Grzegorz,
Kubica Zbigniew
Publication year - 1988
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.198819880520
Subject(s) - chemistry , valine , leucine , amino acid , condensation , isoleucine , catalysis , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , physics , thermodynamics
Condensation of Z‐ and TFA‐amino acid amides with 2‐oxo‐acids, namely butanoic, 3‐methylbutanoic, 4‐methylpentanoic, and (3 RS )‐3‐methylpentanoic acid, yields (in the presence of p ‐toluenesulfonic acid as a catalyst) Z‐ and TFA‐dipeptides with C ‐terminal ΔAbu 2) ( 1–4 ), ΔVal ( 5–8 ), ΔLeu ( 9–11 ), and ΔIle ( 12–15 ) (Table 1).