An efficient method 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-[13C6].