Jie Yafei
2011
Citations
0
Influential Citations
0
Citations
Journal
Chinese Journal of Pharmaceuticals
Abstract
5-Bromo-2-chlorobenzoic acid was subjected to chlorination,Friedel-Crafts acylation with phenetole and then reduction with NaBH_4/AlCl_3 to give 5-bromo-2-chloro-4'-ethoxyldiphenylmethane,which was condensed with 2,3,4,6-tetra-O-trimethylsilyl-D-glucono-1,5-lactone(3),followed by the etherification of the hydroxyl groups at anomeric carbon and deprotection to afford 2-chloro-5-(1-methoxy-D-glucopyranose-1-yl)-4'- ethoxydiphenylmethane(7).Finally,an antidiabetic drug dapagliflozin was obtained via the removal of the methoxyl of 7 with Et_3SiH/BF_3·Et_2O,esterification with acetic anhydride and hydrolysis with an overall yield of about 40%.