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  • Title: A novel synthesis of beta-D-mannopyranosyl azide by phase transfer catalysis.
    Author: Abronina PI, Kachala VV, Kononov LO.
    Journal: Carbohydr Res; 2009 Jan 26; 344(2):240-4. PubMed ID: 19013561.
    Abstract:
    A simple stereoselective synthesis of per-O-benzoyl-beta-d-mannopyranosyl azide from per-O-benzoyl-alpha-d-mannopyranosyl bromide using phase transfer catalysis was developed. The stereochemistry at C-1 of the anomeric O-benzoylated alpha- and beta-d-mannopyranosyl azides was unambiguously established using 2D NOESY NMR spectroscopy. Pure deprotected beta-d-mannopyranosyl azide was prepared by debenzoylation with sodium methoxide in methanol.
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