phosphoramidite and 4-hydroxybenzyl-alcohol

Two polymer-supported reagents for methylphosphorylation and phosphorylation of carbohydrates have been developed. p-Hydroxybenzyl alcohol and beta-mercaptoethanol were immobilized on cross-linked divinylbenzene-polystyrene copolymer and conjugated with methyl N,N-diisopropylchlorophosphoramidite. Carbohydrates were reacted with polymer-bound phosphitylating reagents. Further oxidation, with or without the methoxy group deprotection, and cleavage yielded methylphosphorylated or phosphorylated carbohydrates, respectively.

Topics: Benzyl Alcohols; Carbohydrates; Chemistry, Organic; Hydrocarbons, Chlorinated; Mercaptoethanol; Organophosphates; Organophosphorus Compounds; Oxidation-Reduction; Phosphorylation; Polymers; Polystyrenes; Styrene