Some steroid pyrophosphates

Abstract

P(1)P(2)-Dicholesteryl and tetracholesteryl pyrophosphate have been obtained from the corresponding phosphorochloridates, and by treatment of the phosphates with dicyclohexylcarbodi-imide. These compounds are different from the di- and tetra-cholesteryl pyrophosphates previously reported. Other steroid pyrophosphates prepared were P(1)P(2)-dicholesteryl dimorpholino; P(1)P(2)dilanosteryl; P(1)-dicholesteryl P(2)-diphenyl; and P(1)-dibenzyl P(2)-dicholesteryl. The last compound could not be converted into P(1)-dicholesteryl pyrophosphate by hydrogenolysis. The hydrolysis and acetolysis of the pyrophosphates and their reaction with cyclohexylamine has been studied. The reaction of cholesterol with pyrophosphoryl chloride is discussed.