| (±)-6,7-丙酮缩二醇-3-酮-庚酸乙酯合成研究 |
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| 引用本文： | 杨华,王孝伟,陈艳丽,张志丽,刘俊义.(±)-6,7-丙酮缩二醇-3-酮-庚酸乙酯合成研究[J].有机化学,2006,26(4):462-464. |
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| 作者姓名： | 杨华 王孝伟 陈艳丽 张志丽 刘俊义 |
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| 作者单位： | 北京大学药学院化学生物学系,北京,100083 |
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| 基金项目： | 国家自然科学基金(No.20372005)，教育部“985行动计划”资助项目 |
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| 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, 1H NMR, 13C NMR和MS光谱表征.
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| 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 |
| 收稿时间： | 05 9 2005 12:00AM |
| 修稿时间： | 09 8 2005 12:00AM |
Study on Synthesis of Ethyl 3-Oxo-(±)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate |
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| YANG,Hua,WANG,Xiao-Wei,CHEN,Yan-Li,ZHANG,Zhi-Li,LIU,Jun-Yi.Study on Synthesis of Ethyl 3-Oxo-(±)-6,7-di-O-isopropylidene-6,7-dihydroxyheptanoate[J].Chinese Journal of Organic Chemistry,2006,26(4):462-464. |
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| Authors: | YANG Hua WANG Xiao-Wei CHEN Yan-Li ZHANG Zhi-Li LIU Jun-Yi |
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| Institution: | (Department of Chemical Biology, School of Pharmaceutical Sciences, Peking Univer-sity, Beijing 100083) |
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| Abstract: | 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 synthe-sized 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. |
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| Keywords: | -ketoester ethyl 3-oxo-(±)-6 7-di-O-isopropylidene-6 7-dihydroxyheptanoate ethyl acetoacetate sodium salt synthesis |
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