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Citation: Nian Guang Li, Zhi Hao Shi, Yu Ping Tang, Jian Ping Yang, Tu Lin Lu, Feng Zhang, Yi Wen Huang, Zhen Jiang Wang, Jin Ao Duan. Synthetic studies on the construction of 7-O-methylquercetin through regioselective protection and alkylation of quercetin[J]. Chinese Chemical Letters, ;2011, 22(1): 5-8. doi: 10.1016/j.cclet.2010.07.012 shu

Synthetic studies on the construction of 7-O-methylquercetin through regioselective protection and alkylation of quercetin

a Jiangsu Key Laboratory for TCM Formulae Research, Nanjing University of Chinese Medicine, Nanjing 210046, China;
b Department of Medicinal Chemistry, Nanjing University of Chinese Medicine, Nanjing 210046, China;
c Division of Organic Chemistry, China Pharmaceutical University, Nanjing 211198, China

Received Date: 25 May 2010

Fund Project: This work was supported by the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No.08KJD350001),program for New Century Excellent Talents by the Ministry of Education (No.NCET-09-0163),program for Outstanding Scientific and Technological Innovation Team of Jiangsu Higher Education (2009),and Innovative Training Programs for Students in Jiangsu Higher Education Institutions (2009).

Synthetic studies on the construction of 7-O-methylquercetin from quereetin in 36% yield in four steps is reported, this strategy relies on one hand on the selective protection of the catechol group with dichlorodiphenylmethane using dephenyl ether as a solvent, on the other hand, on the selective protection of the 3-hydroxyl group with benzyl bromide, these two different protecting groups can be removed under the same hydrogenation.
- 7-O-Mathylquereetin,
- Hemisynthesis,
- Regioselective protection,
- Alkylation,
- High yield
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19. [19]
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