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Article Dans Une Revue Steroids Année : 1995

Improved synthesis of a protected 11-oxoestrone

E. Stéphan
  • Fonction : Auteur
R. Zen
  • Fonction : Auteur
L. Authier
G. Jaouen

Résumé

An improved synthesis of 11-oxoestrone-3-acetate-17-ethyleneketal is reported. Adjustments are proposed for the oxidation of estrone by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone into 9(11)-dehydroestrone. A complete hydroboration-oxidation of the resulting ketal, by means of borane-methylsulfide complex, gives the corresponding 11-hydroxy derivative. This latter compound is then acetylated for successful oxidation with pyridinium chlorochromate on alumina. The overall yield is 30%. © 1995.

Domaines

Chimie

Dates et versions

hal-01561679 , version 1 (13-07-2017)

Identifiants

Citer

E. Stéphan, R. Zen, L. Authier, G. Jaouen. Improved synthesis of a protected 11-oxoestrone. Steroids, 1995, 60 (12), pp.809-811. ⟨10.1016/0039-128X(95)00145-G⟩. ⟨hal-01561679⟩
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