Synthesis of Peptides with α,β‐Dehydroamino Acids, II. Synthesis of  tert ‐Butyloxycarbonyldipeptides of Dehydroalanine and Dehydrophenylalanine | Zendy

Makowski Maciej | Zendy; Rzeszotarska Barbara | Zendy; Kubica Zbigniew | Zendy; Pietrzyńnski Grzegorz | Zendy

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Synthesis of Peptides with α,β‐Dehydroamino Acids, II. Synthesis of tert ‐Butyloxycarbonyldipeptides of Dehydroalanine and Dehydrophenylalanine

Author(s) -

Makowski Maciej,

Rzeszotarska Barbara,

Kubica Zbigniew,

Pietrzyńnski Grzegorz

Publication year - 1985

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.198519850503

Subject(s) - dehydroalanine , chemistry , phenylpyruvic acid , amino acid , stereochemistry , alkyl , dipeptide , organic chemistry , biochemistry , phenylalanine

Condensation of amides of Boc‐amino acids 3) with pyruvic acid leads to Boc‐dipeptides 1 – 3 of dehydroalanine and 1‐Boc‐5‐alkyl‐2‐methyl‐4‐oxo‐2‐imidazolidinecarboxylic acids 8 – 10 . The amides, however, do not condense with phenylpyruvic acid. Boc‐dipeptides of dehydroalanine ( 1 – 3 ) and dehydrophenylalanine ( 4 – 7 ) are synthesized using (Boc) 2 O and dehydrodipeptides with a free unmasked N‐terminal amino group.

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