Carbohydrate research

Synthesis of 4-amino-4, 5-dideoxy-L-lyxofuranose derivatives and their evaluation as fucosidase inhibitors

C Chevrier, D Le Nouën, A Defoin, C Tarnus

文献索引：Chevrier, Carine; Le Nouen, Didier; Defoin, Albert; Tarnus, Celine Carbohydrate Research, 2011 , vol. 346, # 10 p. 1202 - 1211

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被引用次数: 12

摘要

Abstract The nitrone 4 (4, 5-dideoxy-4-hydroxylamino-3, 4-O-isopropylidene-l-lyxofuranose) was synthesised from d-ribose and used as key intermediate for the preparation of fucosidase inhibitors. We describe two transformations of 4. Hydrolysis with aqueous sulfur dioxide gave the known potent nanomolar inhibitor 4-amino-4, 5-dideoxy-l-lyxofuranose (3). 1, 3-Dipolar cycloaddition with enol ethers led to the related 1, 2, 5, 6-tetradeoxy-2, 5- ...