Synthesis of deuterium labeled ketamine metabolite dehydronorketamine-d₄

Bioorg Med Chem Lett. 2011 Oct 1;21(19):5719-21. doi: 10.1016/j.bmcl.2011.08.021. Epub 2011 Aug 8.

Abstract

A convenient synthesis of ketamine metabolite dehydronorketamine-d(4), starting from commercially available deuterium labeled bromochlorobenzene, was achieved. Key steps include Grignard reaction, regioselective hydroxybromination, Staudinger reduction, and dehydrohalogenation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chlorobenzenes / chemistry*
  • Chlorobenzenes / metabolism
  • Deuterium / metabolism
  • Drug Design*
  • Drug Discovery*
  • Halogenation
  • Ketamine / analogs & derivatives*
  • Ketamine / chemical synthesis
  • Ketamine / chemistry
  • Ketamine / metabolism*

Substances

  • Chlorobenzenes
  • Ketamine
  • Deuterium
  • chlorobenzene
  • norketamine