Easy generation of an enantiopure general indolalkaloid building block by kinetic resolution |
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| Affiliation: | 1. College of Pharmaceutical Sciences, Beijing Medical University, Beijing 100083, People''s Republic of China;2. Institut fur Organische Chemie der Universitat Hannover, Schneiderberg 1 B, D-30167 Hannover, Germany;1. Department of Organic Chemistry, Slovak University of Technology, SK-81237 Bratislava, Slovak Republic;2. Laboratoire de Chimie, URCOM, EA 3221, UFR des Sciences & Techniques de l''Université du Havre, B.P: 540, 25 rue Philippe Lebon, F-76058 Le Havre Cedex, France;1. College of Pharmaceuticals and Biotechnology, Tianjin University, Tianjin 300072, China;2. Shenzhen Graduate School of Peking University, Shenzhen University Town, Shenzhen 518055, China;1. College of Pharmaceutical Sciences, Capital University of Medical Sciences, Beijing, 100054, PR China;2. College of Pharmaceutical Sciences, Peking University, Beijing 100083, PR China;3. Department of Surgery, Second Affiliated Hospital of Hebei Medical University, Shijiazhuang 050000, PR China;4. USA Mitchell Cancer Institute, 307 N. University Blvd, Mobile, AL 36688-0002, USA |
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| Abstract: | On treatment of racemic 1-(2,2-dimethoxyethyl)-1,2,3,4-tetrahydrocarboline 7 with Boc-l-Ala and DCC the (1S)-enantiomer (1S)-7 reacted much faster than (1R)-7 and gave rise to 1-(2,2-dimethoxyethyl)-2-(N-t-Boc-l-alanyl)-1,2,3,4-tetrahydrocarboline. The untouched (1R)-enantiomer (1R)-7 could be reisolated in enantiopure form. |
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