Solid phase syntheses of oligomannosides and of a lactosamine containing milk trisaccharide using a benzoate linker

Galactose and mannose building blocks 9 and 12 were designed for the solid phase synthesis of oligosaccharides (SPOS). Both compounds were employed af ter condensation with benzoic acid function containing resin 10 in SPOS of human milk trisaccharide 1 and oligomannosides 2-4 (alpha-(1 -->2)-Iinked h examer). Thus. in this approach a special linker development was not requir ed and with the temporary protective groups phenoxyacetyl (PA) and 9-fluore nylmethoxycarbonyl (Fmoc) as part of compounds 7-12 the strategy offers the additional advantage of having the anomeric centre at the reducing end ava ilable for further manipulations.