Pivaloyloxymethyl chloride is an organic intermediate used to introduce the pivaloyloxymethyl ( POM ) protecting group, and it can be prepared from trimethylacetic acid and chloromethyl chlorosulfonate as raw materials . Pivaloyloxymethyl chloride is an alkylating reagent for the synthesis of phosphonic acid prodrugs; the introduction of the hydrophobic POM group enhances the lipid solubility and membrane permeability of molecules. Pivaloyloxymethyl chloride can be used in the synthesis of tetrakis (pivaloyloxymethyl) methylenebisphosphonate, which is a precursor of the pivaloyloxymethyl clodronate prodrug. Pivaloyloxymethyl chloridecan support the synthesis of aryl/pivaloyloxymethyl mixed phosphonate prodrugs of butyrophilin 3A1 ligands.
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