| (R)-2-甲基-7-炔-辛酸的合成 |
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| 引用本文： | 陈宏亮,冯亚青,许正双,刘新刚.(R)-2-甲基-7-炔-辛酸的合成[J].高等学校化学学报,2005,26(8):1463-1466. |
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| 作者姓名： | 陈宏亮 冯亚青 许正双 刘新刚 |
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| 作者单位： | 1. 天津大学化工学院, 天津300072;
2. 北京大学深圳研究生院生命科学与技术学院, 深圳518055 |
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| 摘 要： | 以1,5-戊二醇为起始原料,用Evans手性助剂诱导的烷基化反应构造了C-2手性中心,用Ohira-Bestmann试剂制备了末端炔基,通过13步反应,合成了(R)-2-甲基-7-炔-辛酸,总收率为17.1%,e.e.值大于99%.
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| 关 键 词： | (R)-2-甲基-7-炔-辛酸 不对称烷基化反应 Ohira-Bestmann试剂 |
| 文章编号： | 0251-0790（2005）08-1463-04 |
| 收稿时间： | 08 11 2004 12:00AM |
| 修稿时间： | 2004-08-11 |
Synthesis of (R)-2-Methyl-7-octynoic Acid |
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| CHEN Hong-liang,FENG Ya-Qing,XU Zheng-Shuang,LIU Xin-Gang.Synthesis of (R)-2-Methyl-7-octynoic Acid[J].Chemical Research In Chinese Universities,2005,26(8):1463-1466. |
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| Authors: | CHEN Hong-liang FENG Ya-Qing XU Zheng-Shuang LIU Xin-Gang |
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| Institution: | 1. School of Chemical Engineering, Tianjin University, Tianjin 300072, China;
2. College of Life Science, Peking University Shenzhen School of Graduate, Shenzhen 518055, China |
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| Abstract: | The marine peptides have been a fertile source for new bioactive molecules, and many possess potent activity, across a broad spectrum of targets. Their diversity in both biological activity and in chemical complexity has made these secondary metabolites being the focus of much work in recent years. As a fragment, (R)-2-methyloctanoic acid-7-yne was always found in those nature materials. In this article, (R)-2-methyl-7-octynoic acid was synthesized with pentane-1,5-diol as the start material. Stereogenic carbon(C-2) was obtained through alkylation induced with Evans' chiral auxiliary, and alkyne 13 was got by use of Ohira-Bestmann reagent. Through 13-step reactions the target molecule was prepared with over yield of 17.1%, and e.e. beyond 99%. |
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| Keywords: | (R)-2-methyl-7-octynoic acid Unsymmetrical alkylation Ohira-Bestmann reagent |
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