Tetrahedron

Synthesis of a tetrasaccharide building block of the O-specific polysaccharide of Shigella dysenteriae type 1

…, CPJ Glaudemans, JB Robbins, R Schneerson

文献索引：Pozsgay; Glaudemans; Robbins; Schneerson Tetrahedron, 1992 , vol. 48, # 47 p. 10249 - 10264

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被引用次数: 41

摘要

A glycosyl trichloroacetimidate derivative (1) of the tetrasaccharide α-d-Galp-(1→ 3)-α-d- GlcpNAc-(1→ 3)-α-L-Rhap-(1→ 3)-α-L-Rhap was synthesized in a highly stereoselective, stepwise manner, using methyl 1-thioglycosides of L-rhamnose, 2-azido-2-deoxy-D-glucose and D-galactose, as major intermediates. The protecting group scenario in compound 1 permits regioselective deblocking at its “non-reducing end” unit. Therefore 1 is a suitable ...