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Updated: May 12, 2025

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Published on: May 27, 2015
Development of a Concise Synthetic Approach to Gliflozin Aglycones from Regioselective Deprotonation of
Chennam Ramu1,2, Manthani Shiva Kumar1,2, Avula Shivakrishna1,2
1Department of Organic Synthesis & Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad, Telangana 500007, India.
Abstract:
Herein, we report a concise synthetic approach to gliflozin (SGLT2 inhibitors) aglycones from generating regioselective ortho-lithiation based on differentiating the acidifying effect of 1,4-dihalobenzenes and reacting with (hetero)aromatic aldehydes. Then, the resulting diarylmethyl alcohol was converted to diarylmethane using acid-mediated reduction, offering a two-step practical method for synthesizing aglycones of various gliflozins such as Dapagliflozin, Empagliflozin, and Ipragliflozins.
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