反应详情

To a solution of ((2R,3R,4R,5S,6S)-6-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-3,4,5-tris(benzyloxy)tetrahydro-2H-pyran-2-yl)methyl acetate (20, 2.51 g, 3.23 mmol) in tetrahydrofuran (40 mL) were added sodium borohydride (984 mg, 0.026 mol) and tetrakis(triphenylphosphine)palladium (373 mg, 0.323 mmol). The reaction mixture was stirred at room temperature for 5 h. The mixture was diluted with ethyl acetate and quenched with saturated sodium hydrogen carbonate, extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate, filtered and evaporated in vacuo. Flash chromatography on a Biotage® apparatus (silica gel, 10 to 35% tetrahydrofuran in hexanes gradient) gave the title compound (45, 2.19 g, 2.97 mmol, 92%) as colorless oil.

1. customquenched with saturated sodium hydrogen carbonate
2. extractionextracted with ethyl acetate
3. washThe organic layer was washed with brine
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. customevaporated in vacuo