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EN
Removal of deficient sequences in the synthesis of oligosaccharides on soluble polymer supports can be efficiently achieved by selective esterification of the soluble supportbound incomplete glycosylation products with a conveniently functionalized insoluble resin.
EN
An efficient synthesis of the fucosylated N-linked core hexasaccharide (23) and its asparagine conjugate (26), as well as their applications to the solid-phase synthesis of an extensively protected glycopeptide (1) of CD52 antigen containing the hexasaccharide, is described. The difficult beta-mannosidic and alfa-fucosidic linkages were achieved by the Crich and in situ anomerization protocols respectively, which offered excellent results. An especially acid-sensitive resin, 2-chlorotrityl resin, was used in the solid-phase synthesis, and the target glycopeptide 1 could be released from the resin by 10% HOAc without affecting the acid-labile protecting groups and fucosidic bond.
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