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Chemistry of Natural Compounds

, Volume 20, Issue 6, pp 694–696 | Cite as

Transformed steroids. 141. Iodosobenzene diacetate for theα-hydroxylation of [17,16a]-2′-methyloxazoline derivatives of 20-ketosteroids

  • A. V. Kamernitskii
  • A. M. Turuta
  • T. M. Fadeeva
  • A. A. Korobov
  • A. I. Terekhina
  • T. I. Gritsina
Article
  • 28 Downloads

Abstract

Using the [17,16a-d]-2′-methyloxazoline derivatives of 3β-hydroxypregn-5-en-20-one (I) as an example, the α-hydroxylation reaction has been studied with the use of rodosobenzene diacetate in a methanolic solution of NaOH as the α-hydroxylating reagent. The reaction took place successfully through the stage of the formation and isolation of the corresponding [17,16a-d]-2′-methyloxazoline derivative of 20, 20-dimethylpregn-15-ene-3β,21-diol (II), the dimethyl acetal protection of which was eliminated by acid hydrolysis in methanol. The results of physicochemical investigations and biological trials of the [17,16a-d]-2′-methyloxazoline derivatives of 21-hydroxy-21-acetoxy-20-ketosteroids obtained are given.

Keywords

Acetic Anhydride Oxazoline Dimethyl Acetal Rochelle Salt Methyloxazoline 

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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • A. V. Kamernitskii
  • A. M. Turuta
  • T. M. Fadeeva
  • A. A. Korobov
  • A. I. Terekhina
  • T. I. Gritsina

There are no affiliations available

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