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Synthesis of Optically Active 2‐Amino‐1,3,4‐oxadiazoles and their Hybrid Peptides
Author(s) -
Madhu Chilakapati,
Prabhu Girish,
Pal Rumpa,
Guru Row T. N.,
Sureshbabu Vommina V.
Publication year - 2015
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2166
Subject(s) - chemistry , peptidomimetic , racemization , amino acid , peptide , oxadiazole , optically active , stereochemistry , combinatorial chemistry , peptide bond , sonication , peptide synthesis , organic chemistry , biochemistry , chromatography
Synthesis of 2-amino-1,3,4-oxadiazole derivatives of N-Cbz(benzyloxycarbonyl)/Boc-protected amino/peptide acids under sonication is described. The conditions involved in the present protocol are simple, mild, and racemization free. The utility of 2-amino group in the substituted oxadiazoles for the incorporation of peptide and ureido bonds to obtain hybrid peptidomimetics is also delineated. The 2-amino-1,3,4-oxadiazole 3b was obtained as a single crystal, and its molecular structure has been confirmed through X-ray crystallographic study