D-Glucosyl Kojic Acid Derivatives, Potential Precursors for the Cyclic Carboxylate Equivalents of Gaba Mimetic Agents

Autor: Ashry, El Sayed H. El, Kilany, Yeldez El, Mousaad, Ahmed
Zdroj: Journal of Carbohydrate Chemistry; December 1987, Vol. 6 Issue: 4 p609-618, 10p
Abstrakt: Precursors for the cyclic carboxyl equivalents of γ-aminobutyric acid (GABA) were synthesized. 5-O-(2, 3, 4, 6-Tetra-O-acetyl-β-D-gluco-pyranosyl-2-[4-phenyl-1, 2, 3-triazol-1-yl)methyl]-4H-pyran-4-one could be prepared by the glucosidation of 2-chloromethyl-5-hydroxy-4H-pyran-4-one. Nucleophilic displacement of the chlorine with azide ion gave the corresponding azidodeoxy derivative that upon 1, 3-dipolar cycloaddition with phenylacetylene yielded the triazolyl derivative.
Databáze: Supplemental Index