Total synthesis of (-)-salinosporamide A |
| |
Authors: | Satoh Nobuhiro Yokoshima Satoshi Fukuyama Tohru |
| |
Institution: | Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Tokyo 113-0033, Japan. |
| |
Abstract: | A concise and stereoselective total synthesis of (-)-salinosporamide A (1), a potent inhibitor of the 20S proteasome that is in clinical development as an anticancer drug candidate, has been accomplished in 14 steps with 19% overall yield from 4-pentenoic acid. Our synthesis features a stereoselective alkylation utilizing a chiral auxiliary, formation of a pyrrolidine unit, and oxidation of the pyrrolidine to a γ-lactam. To demonstrate the scalability of our synthesis, (-)-salinosporamide A has been synthesized on a gram scale. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|