Phosphorylation

The present reagent 1 reacts rapidly with alcohols in the presence of 1H-tetrazole at room temperature to generate phosphorous triesters. Subsequent reaction with oxidizing agents such as m-chloroperoxybenzoic acid affords the corresponding phosphoric triesters 2. The triesters thus obtained can be deprotected by cleavage of the benzyl group by catalytic hydrogenolysis using Pd/C to yield the desired derivatives of phosphoric acids 3¹⁾. The reagent 1 has high reactivity and its reactions to proceed under mild conditions. It has a wide scope of applications, including the synthesis of biomolecules such as oligonucleotides²⁾.