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Regiospecific Synthesis of Three Quercetin O-β-Glucosides of N-Acetylglucosamine

The regiospecific synthesis of three quercetin O-β-glucosides of N-acetylglucosamine has been achieved in good yield. Selective di-and tri-O-benzylation of quercetin followed by O-glycosylation with 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride under phase-transfer catalysis conditions… Click to show full abstract

The regiospecific synthesis of three quercetin O-β-glucosides of N-acetylglucosamine has been achieved in good yield. Selective di-and tri-O-benzylation of quercetin followed by O-glycosylation with 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride under phase-transfer catalysis conditions yielded, after deacetylation and debenzylation, 3-, 3′- and 4′-glycosylated quercetin.

Keywords: regiospecific synthesis; glucosides acetylglucosamine; three quercetin; quercetin glucosides; quercetin; synthesis three

Journal Title: Journal of Chemical Research
Year Published: 2018

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