反应详情

To a stirred solution of 3′-amino-[1,1′-biphenyl]-3-carboxylic acid methyl ester (3.0 g) and (R)-[(tert-butoxycarbonyl)-[2-(tertbutyidimethylsilanyloxy)-2-(3-chlorophenyl)ethyl]amino}acetaldehyde (8.2 g) in anhydrous dichloromethane (65 mL) was added acetic acid (8 drops). After stirring for twenty-five minutes, sodium triacetoxyborohydride (5.6 g) was added and the reaction stirred overnight. The reaction was quenched with saturated aqueous sodium bicarbonate and more dichloromethane was added. The organic layer was dried over sodium sulfate and the solvent was removed under reduced pressure to yield a white foam. The residue was purified by silica gel chromatography and eluted with 9:1 hexane:ethyl acetate to provide the title compound as a white foam (5.62 g).

1. stirringthe reaction stirred overnight
2. customThe reaction was quenched with saturated aqueous sodium bicarbonate and more dichloromethane
3. additionwas added
4. dry with materialThe organic layer was dried over sodium sulfate
5. customthe solvent was removed under reduced pressure
6. customto yield a white foam
7. customThe residue was purified by silica gel chromatography
8. washeluted with 9:1 hexane