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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 23
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ARTICLES

Facile and green synthesis of dapagliflozin

, , , , &
Pages 3373-3379 | Received 24 Jul 2019, Published online: 20 Sep 2019
 

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.

GRAPHICAL ABSTRACT

Additional information

Funding

The authors thank the Wisdom Pharmaceutical Co. Ltd. for financial support.

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