Enantioselective synthesis of (S)-N,N-diethyl-2-formyl-2-(methoxymethoxy)butyramide,a key intermediate for 20(S)-camptothecin analogues,via asymmetric bromolactonization |
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| Institution: | 1. Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan;2. Osaka University of Pharmaceutical Sciences, Osaka 569-1094, Japan;3. Division of Organic Chemistry, National Institute of Health Sciences, Tokyo 158-8501, Japan;1. Institute of Applied Synthetic Chemistry, TU Wien, Getreidemarkt 9/163, 1060 Vienna, Austria;2. Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge, MA 02138, USA;3. Medicines Research Centre, GlaxoSmithKline, Gunnel''s Wood Road, Stevenage, Herts SG1 2NY, United Kingdom;1. University of Perugia, Department of Pharmaceutical Sciences, Via Fabretti 48, 06123, Perugia, Italy;2. University of Perugia, Department of Chemistry, Biology and Biotechnology, Via Elce di Sotto 8, 06123, Perugia, Italy;3. Istituto Zooprofilattico Sperimentale dell’Umbria e delle Marche “Togo Rosati”, Via G. Salvemini 1, 06126, Perugia, Italy;1. Department of Pharmacy, Hebei General Hospital, Shijiazhuang 050051, China;2. Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China |
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| Abstract: | A new enantioselective synthetic method for enantiomerically pure (S)-N,N-diethyl-2-formyl-2-(methoxymethoxy)butyramide 5, a versatile key intermediate has been developed employing asymmetric bromolactonization using (S)-proline as the chiral auxiliary. |
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