Erythribyssin H类似物的设计与合成.pdfVIP

Hans Journal of Medicinal Chemistry 药物化学, 2014, 2, 14-19 Published Online May 2014 in Hans. /journal/hjmce /10.12677/hjmce.2014.22003 Design and Synthesis of the Derivative of Erythribyssin H * Yalou Wang , Wenjing Tang, Kai Wu Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing * Email: wang_yalou@ th th th Received: Apr. 19 , 2014; revised: May 19 , 2014; accepted: May 26 , 2014 Copyright © 2014 by authors and Hans Publishers Inc. This work is licensed under the Creative Commons Attribution International License (CC BY). /licenses/by/4.0/ Abstract 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 syn- thesized from resorcinol and syringaldehyde by Vilsmier-schmidet reaction to get two key inter- mediates 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%. Keywords 2-(4-Hydroxy-3,5-dimethoxyphenyl)-6-h