Abstract
A convenient synthesis of the core trisaccharide of the N-glycans was described. Orthogonal one-pot glycosylation of three monosaccharide building blocks was performed to furnish β-glucosyl chitobiose, which was then transformed to β-mannosyl chitobiose by intramolecular epimerization of the C-2 position of the β-glucoside. The key glucosyl donor 7c with differentiated 2,3-OH was prepared following the 4,6-O-benzylidene-protected 1,2-orthoester strategy.
Original language | English |
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Pages (from-to) | 3320-3323 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 52 |
Issue number | 26 |
DOIs | |
State | Published - 29 Jun 2011 |
Externally published | Yes |
Keywords
- 1,2-Orthoester
- Core trisaccharide
- N-Glycan
- One-pot glycosylation