反应详情

Secondary amine 24 (200 mg, 0.41 mmol) was dissolved in 1,2-dichloroethane (4 mL) at ambient temperature and tetrahydro-4H-pyran-4-one (84 μL, 0.90 mmol), HOAc (50 μL, 0.82 mmol), and sodium triacetoxyborohydride (172 mg, 0.78 mmol) were added. After 12 h, the reaction mixture was diluted with EtOAc, washed successively with saturated aqueous NaHCO3 (3×), and brine, dried over anhydrous Na2SO4, filtered, and concentrated. The crude orange mixture was purified by reverse-phase HPLC (2″ Dynamax® C18, 10-100% ACN/water containing 0.1% HOAc over 25 min; Flow: 40 mL/min) to give 100 mg of 24 and 90 mg of 25 as a colorless oil. Mass spectrum, m/z [572.0] (M+H)+.

1. washwashed successively with saturated aqueous NaHCO3 (3×), and brine
2. dry with materialdried over anhydrous Na2SO4
3. filtrationfiltered
4. concentrationconcentrated
5. customThe crude orange mixture was purified by reverse-phase HPLC (2″ Dynamax® C18, 10-100% ACN/water containing 0.1% HOAc over 25 min