A solid phase reagent for the capture phosphorylation of carbohydrates andnucleosides

[GRAPHICS] A 1% cross-linked divinylbenzene-polystyrene copolymer, containing cyanoeth oxy N,N-diisopropylamine phosphine was prepared as a phosphitylating agent. The polymer bound phosphitylated precursor was subjected to reaction with alcohols in the presence of 1H-tetrazole to produce the corresponding polym er-bound phosphite triesters. These were then oxidized with tert-butyl hydr operoxide to give the polymer-bound monophosphate triesters, Removal of cya noethoxy on the resin with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) followe d by basic cleavage of the p-hydroxybenzyl linker products yielded monophos phate derivatives.