反应详情

Sodium t-butoxide (0.15 g, 1.6 mmol) was added to a solution of Example 81D (70 mg, 0.78 mmol) in THF (1 mL). After 10 minutes, a solution of Example 125A (0.15 g, 0.4 mmol) in THF (1 mL) was added and the mixture stirred for 3 hours. The reaction was partitioned between dichloromethane with and saturated NaHCO3. The organic extract was washed with water and brine, dried with MgSO4, filtered, and concentrated. The residue was purified by chromatography (SiO2, hexane:EtOAc:MeOH:Et3N (8:8:1:0.2)) then recrystallized from EtOAc and hexanes to afford the title compound (0.1 g, 0.22 mmol, 56% yield). 1H NMR (300 MHz, Methanol-d4) δ ppm 0.94 (t, J=7.5 Hz, 3H), 1.27 (s, 6H), 1.46 (s, 9H), 1.70-1.82 (m, 2H), 3.96 (s, 5H), 4.26-4.33 (m, 2H), 6.77 (s, 1H), 7.18 (d, J=8.5 Hz, 1H), 7.61 (dd, J=8.5, 2.0 Hz, 1H), 7.77 (d, J=2.0 Hz, 1H); MS (DCI/NH3) m/z 456.1 (M+H)+.

1. customThe reaction was partitioned between dichloromethane with and saturated NaHCO3
2. extractionThe organic extract
3. washwas washed with water and brine
4. dry with materialdried with MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. customThe residue was purified by chromatography (SiO2, hexane:EtOAc:MeOH:Et3N (8:8:1:0.2))
8. customthen recrystallized from EtOAc and hexanes