A convenient synthesis of the core trisaccharide of the N-glycans

作者：Lu, Zhichao; Ding, Ning; Zhang, Wei; Wang, Peng; Li, Yingxia^*

来源：Tetrahedron Letters, 2011, 52(26): 3320-3323.

DOI：10.1016/j.tetlet.2011.04.060

• N-Glycan
• One-pot glycosylation
• Core trisaccharide
• 1,2-Orthoester

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 beta-glucosyl chitobiose, which was then transformed to beta-mannosyl chitobiose by intramolecular epimerization of the C-2 position of the beta-glucoside. The key glucosyl donor 7c with differentiated 2,3-OH was prepared following the 4,6-O-benzylidene-protected 1,2-orthoester strategy.

• 出版日期2011-6-29
• 单位中国海洋大学; 复旦大学