A New Phosphorylating Reagent. IV. The Preparation of the Mixed Phosphoric Diesters of dl-α-Tocopherol and Ethylene Glycol Analogues by Means of 2-Chloromethyl-4-nitrophenyl Phosphorodichloridate

Abstract

The mixed phosphoric diesters (2) of dl-α-tocopherol and ethylene glycol analogues, such as diethylene glycol, its monomethyl ether, pentaethylene glycol and polyethylene glycol 600, were conveniently prepared by two routes shown in chart 2 and 3 by using 2-chloromethyl-4-nitrophenyl phosphorodichloridate (3). Moreover, diethylene glycol bis (dl-α-tocopheryl hydrogen phosphate) (11) was prepared and the structures of 2 were confirmed by comparison with 11. It was observed that the mixed esters 2 derived from pentaethylene glycol and polyethylene glycol 600 were easily soluble in water.