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Synthesis of (-)-homogalanthamine from naltrexone |
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| Authors: | Yamamoto Naoshi Fujii Hideaki Imaide Satomi Hirayama Shigeto Nemoto Toru Inokoshi Junji Tomoda Hiroshi Nagase Hiroshi |
| Institution: | School of Pharmacy, Kitasato University, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan. |
| Abstract: | Acetylcholinesterase inhibitor (-)-homogalanthamine 3 was synthesized from μ opioid antagonist naltrexone (2) in 16% total yield. The synthesis features Grob fragmentation as a key reaction, which was especially accelerated in the presence of 15-crown-5. |
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