Synthesis of deuterium- and tritium-labeled 25,26,26,26,27,27,27-heptafluorocholesterol
Su X., Wilson WK., Schroepfer GJ.
25,26,26,26,27,27,27-Heptafluorocholesterol (F 7 -cholesterol) is a novel analog of cholesterol with potential value in biological investigations. We have combined an isotope-labeling strategy described for 15-ketosterols with modifications in the original synthesis of F 7 -cholesterol to prepare analogs containing deuterium or tritium at the C-23 position. 1 H, 2 H, and 13 C nuclear magnetic resonance spectra indicated high chemical purity of the deuterium-labeled analog and confirmed the presence of deuterium only at C-23. The tritium-labeled analog was synthesized in high radiochemical purity with a specific activity of 472 mCi/mmol.