Crystal structure of steroidal monoenes obtained by reduction of the aromatic A ring of 13-ethyl-3-ethoxy-gona-1,3,5(10)-triene-11alpha,17beta-diol

Steroids. 2003 Apr;68(4):367-72. doi: 10.1016/s0039-128x(03)00034-5.

Abstract

The crystal structures of 13-ethyl-gona-1(10)-ene-11alpha,17beta-diacetate (3b) and 13-ethyl-10alpha-gona-4-ene-11alpha,17beta-diacetate (5b), two steroidal monoenes obtained as minor products from the reduction, then acetylation, of the aromatic A ring of 13-ethyl-3-ethoxy-gona-1,3,5(10)-triene-11alpha,17beta-diol (1), were determined by X-ray diffraction. The conformations of the rings A, B, C, and D and the unusual stereochemistry at C-10 of the 10alpha-gona-4-ene (5b) are discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Crystallography, X-Ray
  • Molecular Conformation
  • Molecular Structure
  • Oxidation-Reduction
  • Polycyclic Aromatic Hydrocarbons / chemistry*
  • Steroids / chemistry*

Substances

  • Polycyclic Aromatic Hydrocarbons
  • Steroids