(S)-1-(2-氯乙酰基)吡咯烷-2-甲酸的制备及晶体结构  

Synthesis and Crystal Structure Characterization of(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxylic Acid

作　　者：江澜 张立 蔡林宏 官晓书 胡湘南[2] JIANG Lan;ZHANG Li;CAI Lin-hong;GUAN Xiao-shu;HU Xiang-nan(College of Environment and Resources, Chongqing Technology and Business University, Chongqing 400067, China;School of Pharmacy, Chongqing Medical University, Chongqing 400016, China)

机构地区：[1]重庆工商大学环境与资源学院,重庆400067 [2]重庆医科大学药学院,重庆400016

出　　处：《合成化学》2021年第5期412-417,共6页Chinese Journal of Synthetic Chemistry

基　　金：重庆市科委资助项目(cstc2019jscx-msxmX0096)。

摘　　要：以L-脯氨酸和氯乙酰氯为原料合成维格列汀的重要中间体(S)-1-(2-氯乙酰基)吡咯烷-2-甲酸(1)。甲醇体系室温挥发14 d培养得到1的无色透明块状晶体,通过单晶X-射线衍射技术对其进行结构解析。结果表明1晶胞属于正交晶系,P2_(1)2_(1)2_(1)空间群,分子式为C_(7)H_(10)NO_(3)Cl,相对分子质量为191.61 g/mol,立体构型和预测构型一致,确证了1的空间结构。(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid(1)is an important intermediate of vildagliptin,synthesized from L-proline and chloroacetyl chloride as raw materials.The title compound 1 colorless transparent massive crystal has been grown by evaporation in methanol for 14 d at room temperature.Then,the crystal structure was solved by single crystal X-ray diffraction(SCXRD)analysis.SCXRD confirmed the orthorhombic lattice with space group P2_(1)2_(1)2_(1) in 1 crystal.Moreover,the chemical formula and relative molecular mass were C_(7)H_(10)NO_(3)Cl and 191.61 g/mol,respectively.The measured crystal structure was in good agreement with the predicted one,confirming the single crystal structure of 1.

关 键 词：维格列汀 (S)-1-(2-氯乙酰基)吡咯烷-2-甲酸 星点设计-效应面法 单晶培养 单晶X-射线衍射 合成 

分 类 号：O626[理学—有机化学]