Allyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranoside

Allyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranoside

The protected glycoside of 2-amino-2-deoxyglucose (glucosamine), namely allyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, C23H25NO10, was synthesized from the glycosyl bromide. Crystallographic analysis confirmed the β-anomeric configuration and showed an approximately orthogonal o...

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Bibliographic Details
Main Authors: Hannah Curran, Chenyao Zhang, Nicholas A. Piro, W. Scott Kassel, Robert M. Giuliano
Format: Article
Language:English
Published: International Union of Crystallography 2016-08-01
Series:IUCrData
Subjects:
crystal structure
carbohydrate
allyl glycoside
N-acetylglucosamine
GlcNAc
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2414314616013638
Description
Summary:The protected glycoside of 2-amino-2-deoxyglucose (glucosamine), namely allyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-d-glucopyranoside, C23H25NO10, was synthesized from the glycosyl bromide. Crystallographic analysis confirmed the β-anomeric configuration and showed an approximately orthogonal orientation of the phthalimido group with respect to the pyranose ring. The absolute configuration of the molecule was known from the synthetic route and assigned accordingly.
ISSN:2414-3146

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