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顺、反式-3,4',5-三羟基二苯乙烯的合成

王志新, 张学景, 周玥, 邹永*   

  1. 中国科学院广州化学研究所, 广东 广州 510650
  • 收稿日期:2005-08-07 修回日期:2005-11-10 出版日期:2005-12-15 发布日期:2005-12-15
  • 通讯作者: 邹永*

A Convenient Synthesis of Trans and Cis-3, 4', 5-trihydroxystilbene

WANG Zhi-xin, ZHANG Xue-jing, ZHOU Yue, ZOU Yong*   

  1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, China
  • Received:2005-08-07 Revised:2005-11-10 Online:2005-12-15 Published:2005-12-15
  • Contact: ZOU Yong*

摘要: 目的 通过一种新的简便的方法合成顺、反式-3,4',5-三羟基二苯乙烯。方法 化合物34发生缩合反应形成二苯乙烯骨架,然后经过水解、脱羧、异构化、脱甲基得到反式-3,4',5-三羟基二苯乙烯(白藜芦醇),将其进行光异构化得到顺式-3,4',5-三羟基二苯乙烯。结果 以化合物34为起始原料合成顺、反式-3,4',5-三羟基二苯乙烯。结论 以价廉易得的工业化原料为起始物,建立了一种多羟基顺、反式二苯乙烯类化合物的简易合成方法。

关键词: 3,4',5-三羟基二苯乙烯, 3,4',5-三羟基二苯乙烯, 3,4',5-三羟基二苯乙烯, 化学合成, 化学合成, 化学合成, 异构化, 异构化, 异构化

Abstract: Aim To synthesize trans and cis-3, 4', 5-trihydroxystilbene by a new convenient route. Methods The reaction of 3, 5-dimethoxybenzaldehyde (3) and 4-methoxy phenylacetonitrile (4) formed the stilbene skeleton. After hydrolyzation, decarboxylation, and demethylation, we obtained trans-3, 4', 5-trihydroxystilbene (resveratrol), which can be converted to its cis-isomer by photochemical isomerization. Results Starting from 3 and 4, trans and cis-3, 4', 5-trihydroxystilbene were synthesized, respectively. Conclusion A facile method for the synthesis of trans and cis-hydroxystilbenes from readily available materials was established.

Key words: 3,4',5-trihydroxystilbene, 3,4',5-trihydroxystilbene, synthesis, synthesis, isomerization, isomerization

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Supporting: Foundation item: Natural Science Foundation of Guangdong Province (040022461); Science and Technology Program of Guangdong Province (2003B31603).
*Corresponding author. Tel.: 86-20-85231309; fax: 86-20-85231119