Citation: Zhang Hu, Li Li Oua, Guo Lin Zhang, Yong Ping Yu. Regioselective protection of 10-deacetylbaccatin Ⅲ and semi-synthesis of paclitaxel[J]. Chinese Chemical Letters, ;2008, 19(2): 130-132. doi: 10.1016/j.cclet.2007.11.016 shu

Regioselective protection of 10-deacetylbaccatin Ⅲ and semi-synthesis of paclitaxel

a College of Pharmaceutical Science, Zhejiang University, Hangzhou 310058, China;
b College of Science, Guangdong Ocean University, Zhanjiang 524088, China

Received Date: 26 August 2007

Fund Project: Yong Ping Yu thanks the Foundation of NNSFC(No. 20572098), NSFZJ(No. Z405037) and NCET-05-0523.

Semi-synthesis of paclitaxel was achieved in four steps from 10-deacetylbaccatin Ⅲ (10-DAB Ⅲ).The key steps are the regioselective protection at the hydroxyl group at C-7 of 10-DAB HI, using 1, 1'-thiocarbonyldiimidazole as a selective reagent, and the deprotection of the protected paclitaxel with a mixture of p-toluenesulfonic acid and 0.1 mol/L aqueous hydrochloride.
- Paclitaxel,
- Protecting group,
- 1,1'-Thiocarbonyldiimidazole,
- Regioselective,
- Semi-synthesis
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