高校化学工程学报2016，Vol.30Issue(5)：1158-1163,6.DOI:10.3969/j.issn.1003-9015.2016.05.025
甲硫基嘧啶-5-羧酸乙酯衍生物的绿色氧化
Green Oxidation of (Methylthio)Pyrimidine-5-Carboxylate Derivatives
摘要
Abstract
(S)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxylate (3) is a key intermediate for Avanafil synthesis. Na2WO4 was used as a catalyst in this study and ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate (1) was oxidized by H2O2 to produce sulfone (2a) or sulfoxide (2b) derivatives. These derivatives were reacted with L-prolinol to prepare (S)-4-((3-chloro-4-methoxybenzyl)amino)-2-(2-(hydroxymethyl)pyrrolidin-1-yl)pyrimidine-5-carboxylate (3). Factors including oxidant dosage, catalyst loading, solvent and temperature on the reaction were optimized and the optimal conditions were obtained using response surface methodology, which were proved via verification experiments. The products obtained were characterized by 1H-NMR, 13C-NMR, ESI-MS and FT-IR.关键词
过氧化氢/绿色氧化/硫醚/响应面Key words
hydrogen peroxide/green oxidation/sulfide/response surface分类
化学化工引用本文复制引用
杨亮茹,王海涛,康彦龙,买文鹏,毛璞,袁金伟,肖咏梅..甲硫基嘧啶-5-羧酸乙酯衍生物的绿色氧化[J].高校化学工程学报,2016,30(5):1158-1163,6.基金项目
国家自然科学基金(21172055)。 （21172055）
