SYNTHESIS OF PHOSPHORIC ACID ESTERS OF α-METHYLCHOLINE, β-METHYLCHOLINE, AND HOMOCHOLINE

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Abstract
The synthesis of the phosphoric acid esters of α-methylcholine, β-methylcholine, and homocholine is described. The esters were obtained by phosphorylating the iodides of α-methylcholine, β-methylcholine, and homocholine with diphenylphosphoryl chloride and pyridine, converting the iodides of the diphenylphosphoric acid esters of the respective cholines into the corresponding phosphates by consecutive treatment with silver carbonate and phosphoric acid, and removing the protective phenyl groups by catalytic hydrogenolysis. The rates of hydrolysis of the phosphoric acid esters of α- and β-methylcholine and homocholine in 2 N hydrochloric acid at 125° were determined.