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Citation: ZHANG Cheng-Lu, WANG Li-Dong, GUANG Dong, SHEN Hong-Jiang, LI Yuan-Dong, WANG Yang. Total Synthesis of 3-Carbonyl-10-demethyl-12-methoxy-13-methyl-podocarpene[J]. Chinese Journal of Applied Chemistry, ;2009, 26(11): 1301-1304. shu

Total Synthesis of 3-Carbonyl-10-demethyl-12-methoxy-13-methyl-podocarpene

1.
Liaoning Provincial key Laboratory of Biotechnology and Drug Discovery, School of Chemistry and Chemical Engineering, Liaoning Normal Univeersity, Dalian 116029

Corresponding author: ZHANG Cheng-Lu,
Received Date: 18 October 2008
Available Online: 8 April 2009
Fund Project: 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)

A-ring synthon 5 was synthesized from 1,3-cyclohexanedione via methylation and carbonyl protection.C-ring synthon 9 was synthesized from 1-methoxy-2-methylbenzene by means of bromination,the addition of ethylene epoxide and further bromination.Compound 5 reacted with Grignard reagent of 9 followed by cyclozation to afford target molecule 11.All intermediates and target product were confirmed by IR,¹H NMR and HRMS.In conclusion,a simple synthetic route has been developed and the target molecule has been successfully synthesized.
- tricyclic diterpene,
- podocapene,
- total synthesis
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