Steroid phosphate esters

Four phosphorylation procedures were used in the preparation and characterization of sundry steroid phosphate and phosphonate esters, as well as some P-1,P-2-disteroid pyrophosphates. An attempt to prepare cholest-3,5-dien-3-yl dialkyl phosphate by a vinylogous Perkow reaction from 6-bromocholest-4-en-3-one yielded only dienenones. As a model for P-1,P'-disteroid pyrophosphate (and steroid phosphate) behavior in solution, the neutral crystalline complex 2,2'-bipyridine zinc P-1,P-2-bis(1-n-dodecyl)pyrophosphate was prepared and characterized. (C) 1999 Elsevier Science Ltd. All rights reserved.