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Journal of Chinese Pharmaceutical Sciences ›› 2014, Vol. 23 ›› Issue (10): 688-693.DOI: 10.5246/jcps.2014.10.088

• Original articles • Previous Articles     Next Articles

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

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

CLC Number: 

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