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First example of 5/6-O-linked pseudosaccharides: synthesis of bicyclic nucleosides containing azido or extended carbohydrate moiety

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Title First example of 5/6-O-linked pseudosaccharides: synthesis of bicyclic nucleosides containing azido or extended carbohydrate moiety
 
Creator Maity, JK
Mukherjee, S
Drew, MGB
Achari, B
Mandal, SB
 
Subject Biochemistry & Molecular Biology; Chemistry, Applied; Chemistry, Organic
 
Description Treatment of the D-glucose-derived substrate I with sodium hydride in tetrahydrofuran provided 3,6-anhydro monosaccharide 2, along with the 5,6-ether linked pseudodisaccharide 3, and pseudotrisaccharide 4. However, reaction of I with sodium ethoxide in ethanol afforded 2 as the sole product, elaborated to the bicyclic azidonucleosides 9 and 16. Acetylated bicyclic nucleosides 17-19 with extended carbohydrate residues have been synthesized from 3.(c) 2007 Elsevier Ltd. All rights reserved.
 
Publisher ELSEVIER SCI LTDOXFORDTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, OXON, ENGLAND
 
Date 2011-09-20T12:12:23Z
2011-09-20T12:12:23Z
2007
 
Type Article
 
Identifier CARBOHYDRATE RESEARCH
0008-6215
http://hdl.handle.net/123456789/14251
 
Language English