Practical and Economical Approach to Synthesize Sitagliptin |
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| Authors: | Kuaile Lin Zhengyan Cai |
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| Affiliation: | State Key Laboratory of New Drug and Pharmaceutical Process, Shanghai Key Laboratory of Anti-infectives, Shanghai Institute of Pharmaceutical Industry, State Institute of Pharmaceutical Industry , Shanghai , China |
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| Abstract: | Economic syntheses of sitagliptin phosphate monohydrate, acknowledged as the first dipeptidyl peptidase 4 (DPP-4) inhibitor, have been achieved in an overall yield of 42.4% in four steps from 1-{3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl}-4-(2,4,5-trifluorophenyl)butane-1,3-dione. The key stereoselective reduction of this process was carried out by NaBH4/HCOOH instead of expensive and toxic catalysts or ligands. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.] |
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| Keywords: | Chiral synthesis DPP-4 inhibitor sitagliptin |
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