Asymmetric synthesis of 3-amino-2-hydroxy-4-phenylbutanoate |
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| Institution: | 1. Department of Chemistry, Hankuk University of Foreign Studies, Yongin, Kyunggi-Do 449-791, South Korea;2. Central Research Institute, Hanmi Pharmaceutical Co. Ltd., 371 Sampyung-dong, Seongnam, Kyunggi-Do 463-400, South Korea;1. University of Ljubljana, Faculty of Chemistry and Chemical Technology, Večna pot 113, SI-1000 Ljubljana, Slovenia;2. Medicinal Chemistry, Boehringer-Ingelheim Pharma GmbH&Co. KG, 88397 Biberach, Germany;1. Department of Chemistry, QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal;2. Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal;1. Alkem Laboratories Ltd., R & D Centre, Industrial Estate, 4th Phase, Bangalore 560 058, India;2. Department of Chemistry, Mangalore University, Mangalagangothri, Mangalore 574 199, India;3. Solid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560 012, India;1. State Key Laboratory of Silkworm Genome Biology, College of Biotechnology, Southwest University, Chongqing, 400715, PR China;2. Institute for Clean Energy & Advanced Materials, Southwest University, Chongqing, 400715, PR China;3. College of Rongchang, Southwest University, Chongqing, 402460, PR China |
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| Abstract: | Asymmetric synthesis of 3-amino-2-hydroxy-4-phenylbutanoate, a key component of the natural product bestatin and HIV protease inhibitors of KNI-272 and R-87366, has been achieved from the stereoselective aldimine coupling reaction between 3-phenyl-2-aminopropanenitrile and (Z)-α-methoxy trimethylsilyl ketene acetal in the presence of Lewis acids. |
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