Abstract
目的：提供合成Erythribyssin H类似物(2)的路线。方法：以间苯二酚和丁香醛为起始原料，经Vilsmier- schmidet反应和酚羟基保护反应合成2-羟基4-苄氧基苯甲醛(4)和3,5-二甲氧基4-苄氧基苯甲醛(5)。然后使用McMurry交叉偶联反应得到邻乙烯基苯酚产物(6)，6在I2/K2CO3试剂作用下环合并脱保护成为Erythribyssin H类似物(2)。结果：目标化合物和相应的中间体的化学结构都经过1H-NMR，IR和MS确证。结论：以间苯二酚和丁香醛为起始原料经McMurry交叉偶联反应合成了Erythribyssin H类似物(2)，该合成路线简单，易于操作，(2)的总收率为31%。 Objective: To develop a synthetic route for Erythribyssin H derivative. Methods: 2-(4-Hydroxy-3, 5-dimethoxyphenyl)-6-hydroxybenzofuran (Erythribyssin H derivative, compound 2) can be synthesized from resorcinol and syringaldehyde by Vilsmier-schmidet reaction to get two key intermediates 4-benzyloxyl-2-hydroxybenzaldehyde (compound 4) and 3,5-dimethoxy-4-benzyloxyl- benzaldehyde (compound 5). Then via McMurry coupling reaction the two intermediate products developed to be cross coupling product 5-(benzyloxy)-2-(4-(benzyloxy)-3,5-dimethox-ysty-ryl)- phenol (compound 6). The product went through oxidative cyclization reaction, deprotective reaction, finally developed to be the derivative of Erythribyssin H(2). Results: The structure of all products was confirmed by 1H-NMR, IR and MS analysis. Conclusion: Erythribyssin H derivative was synthesized from resorcinol and syringaldehyde via McMurry coupling reaction, which is easy to conduct, and the overall yield is 31%.
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