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)]
|Publication status||Published - 1998|
|Event||216th National Meeting of the American Chemical Society - Boston, United States|
Duration: 23 Aug 1998 → 27 Aug 1998
|Conference||216th National Meeting of the American Chemical Society|
|Period||23/08/98 → 27/08/98|
- steroselective synthesis
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.