Xie Ya-fe
2014
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Journal
Drugs and Clinic
Abstract
Objective To design and synthesize 1-[3-(3-benzyl-4-ethoxybenzyl)-4-chlorophenyl]-1,6-dideoxy-β-D-glucopyranose. Methods 5-Bromo-2-chloro-4'-ethoxydiphenylmethane was used as starting material to synthesize the target compound by Friedel-Crafts acylation, reduction, nucleophilic addition, reduction acetylation, and deacetylation reactions. Results The structure of target compound was identified on the basis of physicochemical properties and spectroscopic data. The overall yield of the synthetic route was 32% and the purity was 98.48%. Conclusion The synthesis of 1-[3-(3-benzyl-4-ethoxybenzyl)-4-chlorophenyl]-1,6-dideoxy-β-Dglucopyranoside provides the convenience for the study of impurities in tianagliflozin.