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Citation: ZHANG Cheng-Lu, SHEN Hong-Jiang, ZOU Li-Wei, XU Yong-Ting, GUANG Dong, LI Yuan-Dong, WANG Yang, WANG Li-Dong. Total Synthesis of Resveratrol (E)-dehydrodimer-11,11',13,13'-tetramethyl Ether[J]. Chinese Journal of Applied Chemistry, ;2009, 26(10): 1180-1183. shu

Total Synthesis of Resveratrol (E)-dehydrodimer-11,11',13,13'-tetramethyl Ether

1.
a Liaoning Key Laboratory of Biotechology and Drug Discovery, College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
2.
b Analytical Center, Liaoning Normal University, Dalian 116029

Corresponding author: ZHANG Cheng-Lu,
Received Date: 18 September 2008
Available Online: 11 December 2008
Fund Project: 辽宁省科学技术研究(05L202) (05L202)辽宁省教育厅科学技术研究(2009A426) (2009A426)辽宁省高校创新团队(2008T107)资助项目 (2008T107)

The total synthesis of the title compound 10 was accomplished from 3,5-dimethoxybenzoic acid(1) and p-hydroxybenzaldehyde(6). In the process,esterification,reduction,bromination and Wittig-Horner reaction were performed. Compound 5 was then synthesized in a high yield. Treatment of compound 5 with the protection product of compound 6 afforded the key compound 8. The target compound 10 was successfully synthesized through deprotection and bionic oxidative coupling. The structure of compound 10 was confirmed by ¹H NMR,¹³C NMR,IR,and HRMS. In conclusion,resveratrol (E)-dehydrodimer-11,11',13,13'-tetramethyl ether was synthesized through the new method in a total yield of 48.93%.
- resveratrol,
- oxidative coupling,
- dimeric stilbenoid,
- resveratrol (E)-dehydrodimer tetramethyl-ether
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