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Original Articles

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

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Pages 609-618 | Received 04 Aug 1986, Accepted 05 Aug 1987, Published online: 05 Dec 2006
 

Abstract

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.

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