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11(S)-药喇叭酸甲酯的制备

发表时间:2016-07-15  浏览量:4267  下载量:2311
全部作者: 舒朋华,孙久常,方静,曾静,万谦
作者单位: 华中科技大学药学院
摘 要: 11(S)-药喇叭酸甲酯是合成许多天然树脂糖苷类化合物的常用中间体,在有机合成中起着十分重要的作用。本研究旨在探索合成11(S)-药喇叭酸甲酯的新工艺,以便更高效地获得该中间体。以商业化试剂(R)-缩水甘油和1,9-壬二醇为起始原料,借助格氏反应为碳链增长的关键步骤来完成目标分子的合成。经过8步反应后,11(S)-药喇叭酸甲酯被顺利地合成出来,总产率为21.3%. 该方法具有合成路线短、操作简单及合成总效率较高的优点,在有机合成中具有潜在的应用价值。
关 键 词: 有机化学;11(S)-药喇叭酸甲酯;全合成;(R)-缩水甘油;1,9-壬二醇
Title: Synthesis of methyl 11(S)-jalapinolate
Author: SHU Penghua, SUN Jiuchang, FANG Jing, ZENG Jing, WAN Qian
Organization: School of Pharmacy, Huazhong University of Science and Technology
Abstract: Methyl 11(S)-jalapinolate is a common intermediate for the synthesis of many resin glycosides and plays a very important role in organic synthesis. This study aimed at developing a new synthetic method for methyl 11(S)-jalapinolate to afford the intermediate more efficiently. In this newly developed technology, commercially available (R)-glycidol and 1,9-nonanediol were chosen as the starting materials, with Grignard reaction as the key step for carbon chain extension. Methyl 11(S)-jalapinolate was successfully obtained via a eight-step procedure in an overall yield of 21.3%. The improved approach exhibits advantages such as short synthetic route, simple operation and high overall yield, and has potential value in organic synthesis.
Key words: organic chemistry; methyl 11(S)-jalapinolate; total synthesis; (R)-glycidol; 1,9-nonanediol
发表期数: 2016年7月第13期
引用格式: 舒朋华,孙久常,方静,等. 11(S)-药喇叭酸甲酯的制备[J]. 中国科技论文在线精品论文,2016,9(13):1288-1292.
 
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用户ly1504htkl:文章条理清晰,制备方法便捷,对其他研究者有一定启迪和帮助!

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