Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5213698 | Tetrahedron | 2016 | 9 Pages |
Abstract
An efficient synthesis of pyrazine-based amidoximes bearing amino acid residues is reported. Esterification of amidoximes with further microwave-assisted cyclization into α-amino acid-derived 1,2,4-oxadiazoles has been developed. Conformational analysis of the obtained pseudopeptides by NMR and FTIR spectroscopy revealed intramolecular interactions due to the influence of a pyrazine ring and prolyl amide bond isomerization. The content of trans/cis conformers depending on the substitution at the pyrazine moiety for Pro-containing derivatives has been estimated.
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