A facile total synthesis of ent-17beta-estradiol and structurally related analogues

Steroids. 2007 Apr;72(4):351-9. doi: 10.1016/j.steroids.2006.12.007. Epub 2006 Dec 27.

Abstract

A facile six-step synthesis (15.2% yield) of ent-17beta-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C(17) is also reported.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / metabolism
  • Antioxidants / pharmacology
  • Biochemistry / methods*
  • Estradiol / analogs & derivatives
  • Estradiol / chemical synthesis*
  • Estradiol / chemistry*
  • Estradiol / metabolism
  • Ligands
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / metabolism
  • Neuroprotective Agents / pharmacology
  • Receptors, Estrogen / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Ligands
  • Neuroprotective Agents
  • Receptors, Estrogen
  • Estradiol