高等学校化学学报

高等学校化学学报

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艾地苯醌的简便合成

杨超文, 雷泽, 付正启, 木晓云, 严云南, 朱洪友   

  1. 云南大学化学科学与工程学院, 昆明 650091
  • 收稿日期:2006-07-01 修回日期:1900-01-01 出版日期:2007-06-10 发布日期:2007-06-10
  • 通讯作者: 朱洪友

Simple Synthesis of Idebenone

YANG Chao-Wen, LEI Ze, FU Zheng-Qi, MU Xiao-Yun, YAN Yun-Nan, ZHU Hong-You*
   

  1. College of Chemical Science and Engineering, Yunnan University, Kunming 650091, China
  • Received:2006-07-01 Revised:1900-01-01 Online:2007-06-10 Published:2007-06-10
  • Contact: ZHU Hong-You

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被引次数

13

摘要：

借鉴Hammamura等提出的醌与环戊二烯进行Diels-Alder反应后, 可将醌羰基α-非酸性的烯氢原子转化为羰基α-氢的原理, 将辅酶Q0(5)与环戊二烯的Diels-Alder反应产物(6)在叔丁醇钾-THF体系中, 与以1,10-癸二醇(1)为原料制成的衍生物(4)进行缩合, 再经逆Diels-Alder反应, 得到艾地苯醌, 该方法步骤简洁、条件温和、重现性好、收率较高.

关键词: 艾地苯醌, 癸二醇, 辅酶Q0, 环戊二烯

Abstract: Idebenone is a synthetic analog of coenzyme Q10. It has clinical applications in many central ner-vous system degenerative diseases associated with oxidative stress, such as Parkinson's and Alzheimer's diseases, and especially in the therapy of Friedreich's ataxia. According to the established method of synthesizing the quinone using 3,4-cyclopendadiene as auxiliary reagent by Hamamura, the target compound with a good productivity was obtained firstly by using the alkylation reaction of quinone as the key step and coenzyme Q0 and 1,10-decanediol as the first materials of main body and side chain, respectively, the reactions proceed smoothly under mild conditions to give the expected proucts in good yields. Contrast to the original method, this method is more simple,efficient and practical.

Key words: Idebenone, 1,10- Decanediol, Coenzyme Q0, 3,4-Cyclopentadiene

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