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中国药学(英文版) ›› 2014, Vol. 23 ›› Issue (10): 688-693.DOI: 10.5246/jcps.2014.10.088

• 【研究论文】 • 上一篇    下一篇

一个氢化橙酮衍生物的全合成

宋爱丽1, 王超2*, 吴艳芬2, 周立东1*   

  1. 1. 中国医学科学院 北京协和医学院, 药用植物研究所, 北京 100193
    2. 北京大学医学部 药学院 药物化学系, 北京 100191 
  • 收稿日期:2014-06-04 修回日期:2014-07-03 出版日期:2014-10-31 发布日期:2014-07-10
  • 通讯作者: Tel.: 86-10-82805049, 86-10-57833038

Total synthesis of a hydrated aurone derivative

Aili Song1, Chao Wang2*, Yanfen Wu2, Lidong Zhou1*   

  1. 1. Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, China
    2. Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2014-06-04 Revised:2014-07-03 Online:2014-10-31 Published:2014-07-10
  • Contact: Tel.: 86-10-82805049, 86-10-57833038

摘要:

本文以2.4%总收率首次全合成了一个氢化橙酮衍生物, 4-甲氧基-2,6-二羟基-2-苄基-3(2H)-苯并呋喃酮。以间苯三酚为起始原料, 该合成工作涉及的关键反应包括: 傅克酰基化、Williamson关环、催化氢化、羟醛缩合、烯醇化以及Rubottom氧化反应等。

关键词: 氢化橙酮, 全合成, 杨树胶

Abstract:

Thetotal synthesis of a hydrated aurone derivative, 2-benzyl-4-methoxy-2,6-dihydroxybenzofuran-3(2H)-one,has been achieved for the first time with 2.4% overall yield. Using phloroglucinol as the starting material, the key steps included Friedel-Crafts acylation, Williamson synthesis, hydrogenolysis, aldol condensation, enolization and Rubottom oxidation.

Key words: Hydrated aurone, Total synthesis, Poplar gum

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