Steroid phosphate esters

Milon Sprecher; Ronald Breslow; Rachel Philosof-Oppenheimer; Eliram Chavet

doi:10.1016/s0040-4020(99)00193-3

Steroid phosphate esters

Milon Sprecher
, Ronald Breslow
, Rachel Philosof-Oppenheimer
, Eliram Chavet

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

Four phosphorylation procedures were used in the preparation and characterization of sundry steroid phosphate and phosphonate esters, as well as some P¹,P²-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 P¹,P²- disteroid pyrophosphate (and steroid phosphate) behavior in solution, the neutral crystalline complex 2,2'-bipyridine zinc P¹,P²-bis(1-n- dodecyl)pyrophosphate was prepared and characterized.

Original language	English
Pages (from-to)	5465-5482
Number of pages	18
Journal	Tetrahedron
Volume	55
Issue number	17
DOIs	https://doi.org/10.1016/s0040-4020(99)00193-3
State	Published - 23 Apr 1999

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title = "Steroid phosphate esters",

abstract = "Four phosphorylation procedures were used in the preparation and characterization of sundry steroid phosphate and phosphonate esters, as well as some P1,P2-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 P1,P2- disteroid pyrophosphate (and steroid phosphate) behavior in solution, the neutral crystalline complex 2,2'-bipyridine zinc P1,P2-bis(1-n- dodecyl)pyrophosphate was prepared and characterized.",

author = "Milon Sprecher and Ronald Breslow and Rachel Philosof-Oppenheimer and Eliram Chavet",

year = "1999",

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doi = "10.1016/s0040-4020(99)00193-3",

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AU - Sprecher, Milon

AU - Breslow, Ronald

AU - Philosof-Oppenheimer, Rachel

AU - Chavet, Eliram

PY - 1999/4/23

Y1 - 1999/4/23

N2 - Four phosphorylation procedures were used in the preparation and characterization of sundry steroid phosphate and phosphonate esters, as well as some P1,P2-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 P1,P2- disteroid pyrophosphate (and steroid phosphate) behavior in solution, the neutral crystalline complex 2,2'-bipyridine zinc P1,P2-bis(1-n- dodecyl)pyrophosphate was prepared and characterized.

AB - Four phosphorylation procedures were used in the preparation and characterization of sundry steroid phosphate and phosphonate esters, as well as some P1,P2-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 P1,P2- disteroid pyrophosphate (and steroid phosphate) behavior in solution, the neutral crystalline complex 2,2'-bipyridine zinc P1,P2-bis(1-n- dodecyl)pyrophosphate was prepared and characterized.

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JO - Tetrahedron

JF - Tetrahedron

IS - 17

ER -

Steroid phosphate esters

Abstract

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