摘要: |
摘要为探讨原料易得、操作简单的天然产物白黎卢醇合成方法,以3,5-二羟基苯甲酸为原料,通过甲基化、还原、溴化、Arbuzov重排,生成关键中间体3,5-二甲氧基苄基膦酸酯,再与对甲氧基苯甲醛经Wittig-Horner缩合,用三溴化硼脱甲基,得到单一的反式白黎芦醇,产率为39.3%。结果表明,本方法原料廉价易得,各步反应产物无需柱色谱分离,因而操作简单,易于扩大生产。 |
关键词: 白黎芦醇 芪 Wittig-Horner反应 全合成 |
DOI:10.11841/j.issn.1007-4333.2005.01.027 |
修订日期:2004-09-13 |
基金项目: |
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Synthesis of natural resveratrol |
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Abstract: |
The synthetic method of resveratrol was investigated in this study, in which with the raw materials should be readily available and cheap, and with simple manipulation. 3,5-dihydroxy benzoic acid was used as the starting substance. The key intermediate of 3,5-dimethoxy-benzyl-phosphonate was obtained through four steps of methylation, reduction, bromination, and arbuzov rearrangment. Following polymerization with anisaldehyde by Wittig-Horner reaction and demethylation with boron tribromidethe final product of resveratrol was obtained.The overall yield was 39.3%. In conclusions, this process had some advantages of commercially available,cheap starting materials, no requirement of chromatography and convenient manipulation. |
Key words: resveratrol,stilbene,Wittig-Horner reaction |