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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：6733 下载量：2556
| 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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