摘要
以3,5-二羟基苯乙酮为起始原料,经甲基化反应、Willgerodt-Kindler重排得到3,5-二甲氧基苯乙酸(4),化合物4分别与对羟基苯甲醛以及香兰素发生Perkin缩合反应得到E-2,3-二芳基丙烯酸(7a,7b)。化合物7a,7b分别经脱羧-异构化反应得到天然产物紫檀茋(8a)及(E)-3,5,3′-三甲氧基-4′-羟基二苯乙烯(8b),总收率分别为48.7%和43.8%。其化学结构经IR、EI-MS、1HNMR确证。
The synthesis of two natural products pterostilbene(8a) and its 3′-methoxylated derivative(E-3,5,3′-trimethoxy-4′-hydroxystilbene,8b) were described.Starting from 3,5-dihydroxyacetophenone,3,5-dimethoxylphenyl acetic acid(4) was prepared by methylation and Willgerodt-Kindler rearrangement.Perkin condensation between compound 4 and p-hydroxybenzaldehyde or vanillin afforded 7a and 7b,which transformed by decarboxylation/isomerization process gave pterostilbene(8a) and E-3,5,3′-trimethoxy-4′-hydroxystilbene(8b) in overall yield of 48.7% and 43.8%,respectively.The structure of title compounds were confirmed by IR,EI-MS,and 1H NMR spectral data.
出处
《天然产物研究与开发》
CAS
CSCD
2010年第4期548-552,599,共6页
Natural Product Research and Development
基金
广东省科技计划项目(2003B31603
2006B35604002)
广东省广州市科技计划项目(2007J1-C0261)
国家科技支撑计划项目(2007BAD82B02)
广东省中国科学院战略合作计划项目(2009B091300125)