Concise synthesis of 1-epi-castanospermine |
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Authors: | Bin Cheng Yi-Xian Li Yue-Mei Jia Chu-Yi Yu |
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Affiliation: | a Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China;b University of Chinese Academy of Sciences, Beijing 100049, China;c National Engineering Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, China |
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Abstract: | 1-epi-Castanospermine (5) was synthesized from readily available 2,3,4,6-tetra-O-benzyl-1-deoxynojirimycin (11) in 9 steps and 21% overall yield, with selective debenzylation, Barbier reaction and reductive amination as the main reaction steps. |
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Keywords: | Reductive amination Synthesis Alkaloids Glycosidase inhibitors Polyhydroxylated indolizidines |
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