Simplifying oligosaccharide synthesis: efficient synthesis of lactosamine and siaylated lactosamine oligosaccharide donors

F Yan, S Mehta, E Eichler, WW Wakarchuk…

Index: Yan, Fengyang; Mehta, Seema; Eichler, Eva; Wakarchuk, Warren W.; Gilbert, Michel; Schur, Melissa J.; Whitfield, Dennis M. Journal of Organic Chemistry, 2003 , vol. 68, # 6 p. 2426 - 2431

Full Text: HTML

Citation Number: 32

Abstract

A practical sequence is described for converting d-glucosamine into peracetylated Gal (β-1, 4) GlcNTroc (β1-S) Ph and Neu5Ac (α-2, 3) Gal (β-1, 4) GlcNTroc (β1-S) Ph building blocks using a synthetic strategy based on chemoenzymatic oligosaccharide synthesis. The known trichloroethoxycarbonyl, N-Troc, protecting group was selected as a suitable protecting group for both enzymatic and chemical reaction conditions. These oligosaccharide ...