Facile and green synthesis of dapagliflozin |
| |
| Authors: | Lin Hu Ping Zou Wanguo Wei Xi-Meng Yuan |
| |
| Affiliation: | 1. Pharmaceutical Research Center, School of Chemistry and Chemical Engineering, Jiangsu Province Hi-Tech Key Laboratory for Bio-medical Research, Southeast University, Nanjing, Jiangsu, P. R. China;2. Wisdom Pharmaceutical Co. Ltd, Haimen, Jiangsu, P. R. China;3. Wisdom Pharmaceutical Co. Ltd, Haimen, Jiangsu, P. R. China |
| |
| Abstract: | A facile and green synthetic route was developed for the preparation of dapagliflozin (1), a selective sodium-dependent glucose cotransporter 2 inhibitor for the treatment of type 2 diabetes. Key reaction steps include a direct Friedel–Crafts acylation and a synthesis of diaryl ketal moiety in one-pot manner without waste water generation. Furthermore, the reduction of the diaryl ketone and C-phenylglucoside were achieved in one-pot manner to generate dapagliflozin (1) more efficiently. The synthetic route featured the usage of commercial available and easily handling reagents with shorter reaction steps and less waste disposal. |
| |
| Keywords: | Dapagliflozin di-aryl ketal glycoside green chemistry one-pot synthesis |
|
|
