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

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.