- Three-step synthesis of l-: Ido -1-deoxynojirimycin derivatives by reductive amination in water, borrowing hydrogen under neat conditions and deprotection
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In this communication, we describe a three-step synthesis of l-ido-1-deoxynojirimycin derivatives starting from readily available 2,3,4,6-tetra-O-benzyl-d-glucopyranose via Ir-catalyzed reductive amination in water, borrowing hydrogen under neat conditions, and Pd-catalyzed debenzylation.
- Zhao, Kai,Zhou, Gang,Nie, Huifang,Chen, Weiping
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supporting information
p. 9466 - 9471
(2016/10/25)
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- Facile and stereo-controlled synthesis of 2-deoxynojirimycin, Miglustat and Miglitol
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A novel and facile synthesis of a series of the biologically significant iminosugar derivatives including 2-deoxynojirimycin, Miglustat and Miglitol is reported. The synthesis features a strategic double inversion mechanism for securing the desired stereochemistry at C5 position of such glucose-type carbohydrate mimetics, representing a practical and remarkable improvement on the previously reported method that suffers from the loss of the stereo-control during the reaction process. Crown Copyright
- Zhang, Zhen-Xing,Wu, Baolin,Wang, Bin,Li, Tie-Hai,Zhang, Peng-Fei,Guo, Li-Na,Wang, Wen-Jun,Zhao, Wei,Wang, Peng George
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supporting information; experimental part
p. 3802 - 3804
(2011/08/09)
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- Chemical modification of azasugars, inhibitors of N-glycoprotein-processing glycosidases and of HIV-I infection. Review and structure-activity relationships
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The synthesis of a series of analogues of the α-glucosidase inhibitor 1-deoxynojirimycin (dNM, 1) and of the α-mannosidase inhibitor 1-deoxymannojirimycin (dMM, 3) is described.The ability of dNM, dMM and a series of N-alkylated dNM and dMM derivatives to
- Broek, L. A. G. M. van den,Vermaas, D. J.,Heskamp, B. M.,Boeckel, C. A. A. van,Tan, M. C. A. A.,et al.
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