Chemistry of Natural Compounds

, Volume 12, Issue 2, pp 161–164 | Cite as

Reduction of 17β-acetoxy-17α-ethynyl-3-methoxyestra-1,3,5(10)-triene with metals in liquid ammonia

  • O. I. Fedorova
  • O. S. Anisimova
  • G. S. Grinenko


In the reduction of mestranol acetate with metals in liquid ammonia, as well as the reduction of ring A and the splitting out of the acetoxy group, the addition of hydrogen to C17 takes place and the main products are the 17-vinyl and 17-ethyl derivatives (III) and (VII), respectively. Under conditions favoring the saponification of the acetate, the reduction product is the 17-ethylidene derivative (VIII).


Enol Liquid Ammonia Hydrofuran Metallic Sodium Acetoxy Group 


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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • O. I. Fedorova
  • O. S. Anisimova
  • G. S. Grinenko

There are no affiliations available

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