(S)-5-羟基-7-三甲硅基-6-炔庚酸甲酯的合成研究  

The Synthesis of(S)-Methyl-5-hydroxy-7-(trimethylsilyl)hept-6-ynoate

作　　者：周丽萍[1] 叶海伟[1] 

机构地区：[1]台州职业技术学院生物与化工学院化学制药研究所,浙江台州318000

出　　处：《精细化工中间体》2015年第2期58-60,共3页Fine Chemical Intermediates

基　　金：2015年度台州职业技术学院校级重点课题(2015ZD08)资助

摘　　要：以戊二酸酐(1)为起始原料,与双(三甲基甲硅烷基)乙炔反应得5-酮-7-三甲硅基-6-炔庚酸(6);6与甲醇发生酯化反应得5-酮-7-三甲硅基-6-炔庚酸甲酯(4);4经新型Noyori试剂7还原制得(S)-5-羟基-7-三甲硅基-6-炔庚酸甲酯(5),关键中间体与产物的结构经1H NMR和MS分析确证。7用量为5%(n/n)时,e.e值达98%,总收率64%。Methyl 5-oxo-7- （trimethylsilyl） hept-6-ynoate （4） was synthesized by the reaction of dihydro-2H- pyran-2,6 （3H） -dione （1） with 1,2-bis （trimethylsilyl） ethyne, followed by esterification with methanol. The title compound 5 with 98% ee in an overall yield of 64% was synthesized by the reduction of 4 using novel Noyori reagent. The structures of the product and all key intermediates were characterized by ^1H NMR and MS spectra. Reaction conditions were optimized including the type of catalysts, reaction temperature and amount of chemicals.

关 键 词：戊二酸酐 戊二酸酐(S)-5-羟基-7-三甲硅基-6-炔庚酸甲酯 还原剂 

分 类 号：TQ223.2[化学工程—有机化工]