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3-{[(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸的合成工艺研究
引用本文:王路锋,褚国彪,李传宽,窦浩帅,殷利河,张志港,徐旭.3-{[(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸的合成工艺研究[J].现代药物与临床,2021,36(8):1577-1579.
作者姓名:王路锋  褚国彪  李传宽  窦浩帅  殷利河  张志港  徐旭
作者单位:中国医药研究开发中心有限公司,北京 102206;天津药物研究院,天津 300462
摘    要:目的研究3-{(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸的合成工艺路线。方法以3-亚甲基环丁基腈为起始原料,经过水解、还原、硅醚保护、硼氢化氧化、氧化等实验操作合成3-{(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸。结果合成了目标化合物,并利用NMR、HR-MS确证了结构。结论 3-{(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸合成工艺操作性好,条件温和,无需贵重试剂和柱色谱操作,适于工业化生产。

关 键 词:3-{[(叔丁基二甲基硅基)氧基]甲基}环丁烷-1-羧酸  3-亚甲基环丁基腈  合成工艺
收稿时间:2020/12/28 0:00:00

Synthesis of 3-{[(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid
WANG Lu-feng,CHU Guo-biao,LI Chuan-kuan,DOU Hao-shuai,YIN Li-he,ZHANG Zhi-gang,XU Xu.Synthesis of 3-{[(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid[J].Drugs & Clinic,2021,36(8):1577-1579.
Authors:WANG Lu-feng  CHU Guo-biao  LI Chuan-kuan  DOU Hao-shuai  YIN Li-he  ZHANG Zhi-gang  XU Xu
Institution:China Pharmaceutical Research and Development Center Co., Ltd., Beijing 102206, China.; Tianjin Institute of Pharmaceutical Research, Tianjin 300462, China
Abstract:Objective To study the synthetic routes of 3-{(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid. Methods With 3-methylenecyclobutane-1-carbonitrile as the starting material, 3-{(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid was synthesized through optimized synthetic procedures by using tipical synthetic operations including:hydrolysis, reduction, protection, oxidation. Results The target molecule was successfully synthesized and the structure was confirmed by NMR and HR-MS spectroscopy. Conclusion The synthesis process of 3-{(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid has good operability, mild conditions without using expensive transion metals and column-purification, which is quite suitable for industrial production.
Keywords:3-{[(tert-butyldimethylsilyl) oxy] methyl} cyclobutane-1-carboxylic acid  3-methylenecyclobutane-1-carbonitrile  synthesis
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