Chinese Journal of Applied Chemistry ›› 2009, Vol. 26 ›› Issue (11): 1301-1304.

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Total Synthesis of 3-Carbonyl-10-demethyl-12-methoxy-13-methylpodocarpene

ZHANG Cheng-Lu*, WANG Li-Dong, GUANG Dong, SHEN Hong-Jiang, LI Yuan-Dong, WANG Yang   

  1. (Liaoning Provincial key Laboratory of Biotechnology and Drug Discovery,Schoolof Chemistry
    and Chemical Engineering,Liaoning Normal Univeersity,Dalian 116029)
  • Received:2008-10-20 Revised:2009-04-08 Published:2009-11-10 Online:2009-11-10

Abstract:

The A ring synthon 5 was synthesized from 1, 3-cyclohexanedione through methylation and carbonyl protection. The C ring synthon 9 was synthesized from 1-methoxy-2-methylbenzene by bromination, the addition of ethylene epoxide and further bromination. Compound 5 reacted with Grignard reagent of 9 and then performed cyclozation to afford the 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 was successfully synthesized.

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