反应详情

To a solution of (2-((tert-butyldimethylsilyloxy)methyl)-4-(trifluoromethyl)-phenyl)-(cyclopentyl)-methanol (126.8 mg, 0.33 mmol) in THF at 0° C. was added sodium hydride (39.2 mg, 0.98 mmol). The mixture was stirred at room temperature for 30 minutes, cooled to 0° C. and methyl iodide (100 μL, 1.6 mmol) was added. The mixture was stirred at room temperature overnight. Solvent was removed and the residue was purified by chromatography over 12+S Biotage silica column (eluted with 0-20% ethyl acetate in hexanes) to afford the title compound as a colorless oil (120 mg, 91%). 1H NMR (400 MHz, CDCl3) δ ppm 0.13 (s, 6H) 0.96 (s, 9H) 1.11-1.21 (m, 1H) 1.30-1.40 (m, 1H) 1.44-1.70 (m, 5H) 1.77-1.86 (m, 1H) 2.13-2.23 (m, 1H) 3.15 (s, 3H) 4.20 (d, J=7.88 Hz, 1H) 4.77 (d, J=13.69 Hz, 1H) 4.89 (d, J=13.28 Hz, 1H) 7.46-7.55 (m, 2H) 7.77 (s, 1H).

1. temperaturecooled to 0° C.
2. stirringThe mixture was stirred at room temperature overnight
3. customSolvent was removed
4. customthe residue was purified by chromatography over 12+S Biotage silica column (eluted with 0-20% ethyl acetate in hexanes)