First synthesis of a pentadeuterated 3'-hydroxystanozolol--an internal standard in doping analysis

Steroids. 2005 Feb;70(2):103-10. doi: 10.1016/j.steroids.2004.10.002. Epub 2004 Dec 15.

Abstract

The first synthesis of 16,16,20,20,20-pentadeuterio-3'-hydroxystanozolol (8) in 26% yield over nine steps is described using moderately priced starting materials and economic amounts of reagents. Compound 8 can be used as an internal standard in screening procedures for anabolic steroids as well as for the quantification of stanozolol metabolites via mass spectrometric techniques, such as LC-MS or gas chromatography-mass spectrometry (GC-MS).

MeSH terms

  • Androsterone / chemical synthesis*
  • Androsterone / chemistry
  • Chromatography, Liquid / methods
  • Gas Chromatography-Mass Spectrometry / methods
  • Mass Spectrometry / methods
  • Molecular Conformation
  • Reference Standards
  • Stanozolol / analogs & derivatives*
  • Stanozolol / chemical synthesis
  • Stanozolol / standards

Substances

  • 16,16,20,20,20-pentadeuterio-3'-hydroxystanozolol
  • Stanozolol
  • Androsterone