769195-20-2Relevant articles and documents
A west he row sandbank and intermediate preparation method
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, (2017/08/25)
The invention relates to the field of medicament synthesis and especially relates to a preparation method of sitagliptin and an intermediate thereof. The preparation method of a compound show as formula III is as below: in the presence of a first organic solvent, a compound shown as formula I and a compound shown as formula II conduct reductive amination reaction under the action of a reducing agent and organic acid, so as to obtain the compound shown in formula III. The preparation method provided by the invention does not use precious metal as the catalyst, reduces the cost, simplifies the synthesis process, increases the yield, and improves the chemical purity and optical purity of sitagliptin. R represents methyl or carbamyl, and Ar represents phenyl, monosubstituted phenyl or polysubstituted phenyl.
Synthesis of sitagliptin phosphate by a NaBH4/ZnCl2-catalyzed diastereoselective reduction
Pan, Xianhua,Wang, Kun,Yu, Wansheng,Zhang, Ruimin,Xu, Lu,Liu, Feng
, p. 1170 - 1172 (2015/09/22)
A practical asymmetric synthesis of sitagliptin phosphate, 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, in overall 65.3% yield has been reported. The target compound was synth
Practical and economical approach to synthesize sitagliptin
Lin, Kuaile,Cai, Zhengyan,Zhou, Weicheng
, p. 3281 - 3286 (2013/10/01)
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 NaBH 4/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.]