反应详情

Subsequently, to a solution of [(1S)-1-(hydroxymethyl)-3-methylbutyl]carbamic acid benzyl ester (4.84 g, 19.3 mmol) in dimethylformamide (145 ml) were added t-butyldiphenylsilyl chloride (6.01 ml, 23.1 mmol) and imidazole (1.57 g, 23.1 mmol) in an ice bath, and then the mixture was stirred at room temperature for 8 hours. After checking the completion of the reaction, the reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using n-hexane:ethyl acetate (19:1→7:1) as the eluant to afford [(1S)-1-(t-butyldiphenylsilyloxymethyl)-3-methylbutyl]carbamic acid benzyl ester (9.22 g, yield 98%) as a colorless oil.

1. customthe completion of the reaction
2. customthe reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution
3. washThe organic layer was washed successively with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by chromatography on a silica gel column