(±)-6,7-丙酮缩二醇-3-酮-庚酸乙酯合成研究  

Study on Synthesis of Ethyl 3-Oxo-(±)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate

作　　者：杨华[1] 王孝伟[1] 陈艳丽[1] 张志丽[1] 刘俊义[1] 

机构地区：[1]北京大学药学院化学生物学系,北京100083

出　　处：《有机化学》2006年第4期462-464,共3页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.20372005);教育部"985行动计划"资助项目

摘　　要：用对甲苯磺酸-2,3-丙酮缩甘油酯(2)与乙酰乙酸乙酯盐、碳酸二乙酯反应,制备β-酮酯类衍生物1.以(±)-1,2-丙酮缩甘油为起始物,经对甲苯磺酰化、亲核取代、脱羧等反应,方便、高产率地合成了6,7-丙酮缩二醇-3-酮-庚酸乙酯(1).试图通过对甲苯磺酸-2,3-丙酮缩甘油酯(2)和乙酰乙酸乙酯双阴离子反应制备6,7-丙酮缩二醇-3-酮-庚酸乙酯(1)未获成功.所合成的化合物经元素分析,IR,1HNMR,13CNMR和MS光谱表征.A new approach to synthesis of β-ketoester derivatives was reported. As a key starting material in the synthesis of neuroprotective agents and HIV-1 RT inhibitors, Ethyl 3-oxo-（±）-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate （1） was conveniently synthesized from （±）-solketal and ethyl acetoacetate sodium salt through four steps of reactions. An attempt to prepare the target compound 1 by the reaction of tosylate solketal 2 and dianion of ethyl acetoacetate was unsuccessful. The structure of all compounds were characterized by elemental analysis, IR, ^1H NMR, ^13C NMR and MS spectra.

关 键 词：β-酮酯 6 7-丙酮缩二醇-3-酮-庚酸乙酯 乙酰乙酸乙酯盐 合成 

分 类 号：O623.624[理学—有机化学]