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ChemInform Abstract: Synthesis and Glycosidic Coupling Reaction of Substituted 2,6-Dioxabicyclo[3.1.1]heptanes: 1,3-Anhydro-2-azido-4,6-di-O-benzyl-2-deoxy-β-D-mannopyranose.

✍ Scribed by G. YANG; F. KONG

Publisher: John Wiley and Sons
Year: 2010
Weight: 39 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199910216

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✦ Synopsis

Synthesis and Glycosidic Coupling Reaction of Substituted 2,6-Dioxabicyclo[3.1.1]heptanes: 1,3-Anhydro-2-azido-4,6-di-O-benzyl-2deoxy-β-D-mannopyranose.

-The title sugar (VII) is synthesized via the key intermediate (VI) starting from glucopyranoside (I). Anhydrosugar (VII) is quite reactive: ring-opening with methanol in the presence of ZnCl 2 affords a α-linked mannopyranoside, while its coupling reaction with the protected galactopyranose (VIII) yields the α-linked disaccharide (IX). -(YANG, G.;

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