Improvement of synthetic route of saxagliptin
CAO Wen-ting
HE Huan
ZHANG Qiao-yan
ZHANG Yong
Abstract：Objective:To improve the synthetic route of saxagliptin.Methods:Starting from (S)-N-(t-butoxycarbonyl)-3-hydroxyadamantylglycine and 2,2'-dithiobis (benzothiazole),(S)-N-(t-butoxycarbonyl)-3-hydroxyadamantylglycine 2-benzo[d] thiazolyl thioester was obtained under the reduction of triethyl phosphite.The active thioester was reacted with (1S,3S,5S)-2-azabicyclo [3.1.0] hexane-3-carbonitrile methanesulfonate,and then it was subjected to hydrochloride to deprotect the amino protecting group to give the antidiabetic agent saxagliptin.Results:Saxagliptin was synthesized with a total yield of 35.6％,and the product purity was more than 99.9％ as determined by HPLC.Conclusion:The improved synthetic process,with simplified operation,good yield and high purity,is applicable for industrial production.
Keywords：saxagliptin22'-dithiobis (benzothiazole)synthesis
Publication Date：2018-01-01
Online Publishing Date：2026-08-14(First online date of this platform, not the publication date of the document)
Pages：4( 203-206 )