An efficient for synthesis of bexagliflozin and its carbon-13 labeled analogue

A convenient method for highly diastereoselective synthesis of bexagliflozin 7a and its carbon-13 labeled analogue 7b was developed. The main feature is the stereoselective reduction of 16 catalyzed by BF3-OEt2. Furthermore, the cocrystallization skill was firstly used for the purification of bexagliflozin and its analogue. The carbon-13 labeled bexagliflozin 7b was firstly prepared in five steps and in 57% overall chemical yield starting from the commercially available D-gluconolactone-[C-13(6)]. (C) 2016 Elsevier Ltd. All rights reserved.