Synthesis of Mavatrep: A Potent Antagonist of Transient Receptor Potential Vanilloid-1
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- 作者：Kenneth M. Wells ; Steven J. Mehrman ; Ahmed F. Abdel-Magid ; Caterina Ferraro ; Lorraine Scott ; Hua Marlon Zhong ; Christopher A. Teleha ; Scott Ballentine ; Xun Li ; Ronald K. Russell ; Jan M. Spink ; Craig Diamond ; Scott Youells ; Yongzheng Zhang ; Fuh-Rong Tsay ; Sergio Cesco-Cancia ; Stephen M. Manzo ; Derek A. Beauchamp
- 刊名：Organic Process Research & Development
- 出版年：2015
- 出版时间：November 20, 2015
- 年：2015
- 卷：19
- 期：11
- 页码：1774-1783
- 全文大小：460K
- ISSN：1520-586X
文摘
The process development of Mavatrep (1), a potent transient receptor potential vanilloid-1 (TRPV1) antagonist, is described. The two key synthetic transformations are the synthesis of (E)-6-bromo-2-(4-(trifluoromethyl)styryl)1H-benzo[d]imidazole (4) and the Suzuki coupling of 4 with 3,3-dimethyl-3H-benzo[c][1,2]oxaborol-1-ol (5). Compound 1a was prepared in four chemical steps in 63% overall yield.