New Linkers and Protection Groups for Solid-Phase Synthesis of Oligosaccharides

1 New Linkers and Protection Groups for Solid-Phase Synthesis of Oligosaccharides 

A-l-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl linker has also been introduced between the C2 amino group of the glucosamine and a solid support. This linker was stable during the glycosylation with the thioglycoside in the presence of the methyl trifluor-omethanesulfonate, but readily cleaved by hydrazine, primary amines, or even ammonia. 

OLIGOSACCHARIDE SYNTHESIS ON SOLID, SOLUBLE POLYMER, AND TAG SUPPORTS 

8 by using NIS (Af-iodosuccinimide)/TMSOTf as the promoter to give the p(l-2)-linked disaccharide 9 in 95%, after in situ cleavage from the solid support by heating in acetone/ water. The polystyrylboronic acid was recovered and reused for subsequent loading to the acceptors and glycosylation. 

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