Syntheses of derivatives of lacto-N-biose. I. 4, 6-Di-O-acetyl-3-O-(tetra-O-acetyl-β-d-galactopyranosyl)-2-deoxy-2-phthalimido-α, β-d-glucopyranosyl chloride

RU Lemieux, SZ Abbas…

Index: Lemieux, R. U.; Abbas, S. Z.; Chung, B. Y. Canadian Journal of Chemistry, 1982 ,  vol. 60, p. 58 - 62

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Citation Number: 42

Abstract

Procedures are reported for the synthesis of 4, 6-di-O-acetyl-3-O-(tetra-O-acetyl-β-d- galactopyranosyl)-2-deoxy-2-phthalimido-α, β-d-glucopyranosyl chloride, a reagent useful for the reliable introduction of β-d-Gal p-(1→ 3)-β-d-GlcNAc p units (lacto-N-biose 1 units) into oligosaccharide structures. A benzyl glycoside intermediate is hydrogenolyzed to the alcohol which is subsequently converted to the glycosyl chlorides by use of the Vilsmeier ...