A new phenoxyacetate-based linker system for the solid-phase synthesis of oligosaccharides.
[structure: see text]. A novel linker system has been designed, and its first application to solid-phase oligosaccharide synthesis is described. The use of the highly reactive o-nitro-phenoxyacetate linker allows a fast and quantitative cleavage using mild basic conditions. This method combined with the trichloroacetimidate glycosylation exhibits highly promising results as demonstrated for the synthesis of tetrasaccharide 1 (n = 3) containing glucose beta(1 --> 4) and beta(1 --> 6) linkages.
Fachbereich Chemie, Universität Konstanz, Fach M 725, D-78457 Konstanz, Germany.
X
X
Wu
M
M
Grathwohl
R R
RR
Schmidt
D002240:Carbohydrate Sequence; D007097:Imines / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D010642:Phenoxyacetates / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature
D007097:Imines; D009844:Oligosaccharides; D010642:Phenoxyacetates