Efficient, stereoselective synthesis of 24(S),25-epoxycholesterol

Nicholas C. O. Tomkinson, Timothy M. Willson, Thomas A. Spencer, Jonathon S. Russell

Research output: Contribution to conferenceOther

33 Citations (Scopus)

Abstract

Efficient, stereoselective syntheses of 24(S),25-epoxycholesterol (1) have been developed starting from cholenic acid (2) or stigmasterol (3), both featuring as the key step Sharpless asym. dihydroxylation of desmosterol acetate (4). This work permits prepn. of gram quantities of 1 for further evaluation as a natural regulator of cholesterol metab., specifically, e.g., as a ligand for the LXRα nuclear receptor. [on SciFinder(R)]
Original languageEnglish
PagesOGRN-025
Publication statusPublished - 1998
Event216th National Meeting of the American Chemical Society - Boston, United States
Duration: 23 Aug 199827 Aug 1998

Conference

Conference216th National Meeting of the American Chemical Society
CountryUnited States
CityBoston
Period23/08/9827/08/98

Keywords

  • efficient
  • steroselective synthesis
  • 25-epoxycholesterol

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    Tomkinson, N. C. O., Willson, T. M., Spencer, T. A., & Russell, J. S. (1998). Efficient, stereoselective synthesis of 24(S),25-epoxycholesterol. OGRN-025. 216th National Meeting of the American Chemical Society , Boston, United States.