Preparation of a protected 3-deoxy-D-manno-oct-2-ulosonate glycal donor for the synthesis of β-KDO-containing oligosaccharides
- PMID: 24571125
- DOI: 10.1021/ol500275j
Preparation of a protected 3-deoxy-D-manno-oct-2-ulosonate glycal donor for the synthesis of β-KDO-containing oligosaccharides
Abstract
A practical method for the synthesis of KDO glycal donors was developed. The prepared KDO donors exhibited excellent disastereoselectivity of glycosylation in a CH2Cl2-CH3CN solvent mixture, which was found to be associated with the isopropylidene protection at the C-4 and C-5 hydroxyls. The synthetic use of the KDO donor was demonstrated in the preparation of β-KDO-containing oligosaccharides.
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