中文关键词:N-取代-5-氧代吡咯烷-3-甲酸2-吡咯烷酮衍生物Michael加成合成晶体结构 英文关键词:N-substituted-5-oxopyrrolidine-3-carboxylic acid2-pyrrolidine derivativesMichael addition reactionsynthesiscrystal structure 基金项目:陕西省自然科学基础研究计划(面上)项目(2018JM7046), 陕西省教育厅2018年度专项科研计划(18JK0954)；陕西国际商贸学院校级课题(SMXY201805); 陕西国际商贸学院“中药药效物质研究”创新团队(SSY18TD01)建设项目资助。联系人简介：刘斌(1982-),男,博士,讲师,主要研究方向为药物分子设计合成。Emaillb125lb@163.com。 ^,2*,徐小娜^1,2,仝红娟^1,2,朱周静^1,2

作者	单位	E-mail
刘斌	陕西国际商贸学院医药学院 陕西省中药绿色制造技术协同创新中心	lb125lb@163.com
徐小娜	陕西国际商贸学院医药学院
仝红娟	陕西国际商贸学院医药学院
朱周静	陕西国际商贸学院医药学院

摘要点击次数:1073 全文下载次数:0 中文摘要: 报道一种N-取代-5-氧代吡咯烷-3-甲酸的合成方法。以衣康酸二甲酯为原料，分别和三种脂环胺发生Michael加成反应，制备得到三种N-取代-5-氧代吡咯烷-3-甲酸甲酯（2a~2c），再分别经过碱性水解得到三种N-取代-5-氧代吡咯烷-3-甲酸（1a~1c）。目标化合物及中间体结构通过1H NMR、13C NMR、ESI-MS确定。同时，以衣康酸甲酯与环丁胺的Michael加成反应为模型，确定该步的最佳反应工艺为：物料摩尔比n（环丁胺）: n（衣康酸二甲酯）= 1.3 : 1，反应溶剂为甲苯，于110℃反应时间2 h。在该反应条件下，化合物2b收率为91.2 %，其结构进一步通过X-射线单晶衍射确证。 英文摘要: Three kinds of methyl N-substituted-5-oxopyrrolidine-3-carboxylate derivatives (2a~2c) were synthesized by a Michael addition reaction of dimethyl itaconate and three types of alcyl amines respectively, then through hydrolysis reaction to afford N-substituted-5-oxopyrrolidine-3-carboxylic acids (1a~1c) respectively. The structure of the products and intermediates were confirmed by 1H NMR, 13C NMR and ESI-MS. The optimal reaction conditions were also investigated by using the Michael addition reaction of dimethyl itaconate and cyclobutanamine as model reaction. The optimal reaction conditions are as follows: The mole ratio of n (cyclobutanamine）: n (dimethyl itaconate) = 1.3 : 1; The reaction was stirred in toluene at 110℃ for 2 hours. Compound 2b was obtained by the optimal reaction process in a yield of 91.2 %, and the structure of compound 2b was further confirmed by X-ray diffraction analysis. 查看全文查看/发表评论下载PDF阅读器 相关附件：附件1版权转让声明书附件1 -->