天然产物5,6,7,3',4'-五甲氧基异黄酮的合成

天然产物研究与开发 ›› 2010, Vol. 23 ›› Issue (6): 956-960.

天然产物5,6,7,3',4'-五甲氧基异黄酮的合成

任宛莉¹，陈睿 ²，金叶²，张韬²，李洪启^2*

¹宝鸡职业技术学院医学部，宝鸡721006；²东华大学化学化工与生物工程学院生态纺织教育部重点实验室，上海 201620

收稿日期:2009-05-27 出版日期:2011-01-10 发布日期:2011-10-19
通讯作者: hongqili@dhu.edu.cn
作者简介:hongqili@dhu.edu.cn

Synthesis of the Natural Product 5,6,7,3',4'-Pentamethoxyisoflavone

REN Wan-li¹，CHEN Rui²，JIN Ye²，ZHANG Tao²，LI Hong-qi^2*

¹Medical School, Baoji Vocational and Technological College, Baoji 721006, China; ²Key Laboratory of Science & Technology of Eco-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China

Received:2009-05-27 Online:2011-01-10 Published:2011-10-19
Supported by:
This work was supported by Program for Changjiang Scholars and Innovative Research Team in University (No. IRT0526) and Shanghai Natural Science Foundation (No. 06ZR14001).

摘要/Abstract

摘要：

以3,4-二甲氧基苯乙酸和3,4,5-三甲氧基苯酚为原料，通过一条包括酯化反应、Fries重排、以及Vilsmeier-Haack反应等5步反应的路线合成了天然产物5,6,7,3',4'-五甲氧基异黄酮。根据3,4,5-三甲氧基苯酚计算目标产物的总收率为76%，利用NMR及元素分析确证了化合物的结构。

关键词: 5,6,7,3',4'-五甲氧基异黄酮, 3,4,5-三甲氧基苯酚, Fries重排, Vilsmeier-Haack反应, 合成

Abstract:

The natural product 5,6,7,3',4'-pentamethoxyisoflavone was synthesized by a 5-step synthetic protocol including esterification, Fries transformation, and Vilsmeier-Haack reaction with 3,4-dimethoxyphenylacetic acid and 3,4,5-trimethoxyphenol as the starting materials. The overall yield of the target compound was 76% based on 3,4,5-trimethoxyphenol. The structure of the natural isoflavone 5,6,7,3',4'-pentamethoxyisoflavone was confirmed by NMR and elemental analysis.

Key words: 5,6,7,3',4'-pentamethoxyisoflavone, 3,4,5-trimethoxyphenol, fries transformation, Vilsmeier-Haack reaction, synthesis

任宛莉，陈睿，金叶，张韬，李洪启. 天然产物5,6,7,3',4'-五甲氧基异黄酮的合成[J]. 天然产物研究与开发, 2010, 23(6): 956-960.

REN Wan-Li, CHEN Rui, JIN Ye, ZHANG Tao, LI Hong-Qi. Synthesis of the Natural Product 5,6,7,3',4'-Pentamethoxyisoflavone[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2010, 23(6): 956-960.

参考文献

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