反应详情

温度

-10 °C

A solution of lithium triethylborohydride (1.0M THF, 10.6 mL) was added dropwise to a THF solution (12 mL) of the intermediate from Step B (2.0 g, 5.33 mmol) cooled in an acetone/ice bath (−10° C.). The solution was stirred at −10° C. until no starting material remained by HPLC (approximately 3 hours). The reaction was quenched with methanol (ca. 10 mL) and concentrated. The residue was partitioned between water and ethyl acetate. The organic phase was washed with water (2×), brine, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography using a hexanes/ethyl acetate gradient to give the title compound. 1H NMR (500 MHz, CDCl3): δ 7.71 (d, J=2.0 Hz, 1H); 7.64-7.60 (m, 3H); 7.37 (dd, J=2.3, 8.2 Hz, 1H); 7.28-7.33 (m, 2H); 4.84 (s, 2H); 2.09 (s, 1H). LCMS1 3.77 min. (M−H2O)=329

1. customremained by HPLC (approximately 3 hours)
2. customThe reaction was quenched with methanol (ca. 10 mL)
3. concentrationconcentrated
4. customThe residue was partitioned between water and ethyl acetate
5. washThe organic phase was washed with water (2×), brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated
9. customThe residue was purified by silica gel chromatography