Solid-phase synthesis
of glycosyl phosphate repeating units was
investigated using glycosyl boranophosphates as stable precursors.
The stable nature of glycosyl boranophosphate enables the elongation
of a saccharide chain without remarkable decomposition. After deprotection
of the boranophosphotriester linkages to boranophosphodiesters, the
intersugar linkages were converted to the phosphate counterparts quantitatively
using an oxaziridine derivative. This method significantly improves
the synthesis of oligosaccharides containing glycosyl phosphate units.