反应详情

tert-Butyl {(3S)-3-methyl-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl}carbamate (I-343) (500 mg, 1.57 mmol) was dissolved in tetrahydrofuran (15 ml), and with cooling with ice, borane/tetrahydrofuran complex (1.2 mol/l tetrahydrofuran solution) (3.93 ml, 4.71 mmol) was added, followed by stirring at room temperature for 17 hours. Ethanol (12 ml), triethylamine (4 ml) and water (4 ml) were added to the reaction liquid, followed by stirring in an oil bath at 90° C. for 3 hours. The reaction liquid was concentrated under reduced pressure, dissolved in ethyl acetate, and washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine. After drying over anhydrous sodium sulfate, the insoluble matter was separated by filtration, and the residue obtained by concentration was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=2:1→1:2, v/v) to obtain the entitled compound (406 mg, 85%) as a colorless oily substance.

1. additionwas added
2. stirringby stirring in an oil bath at 90° C. for 3 hours
3. customThe reaction liquid
4. concentrationwas concentrated under reduced pressure
5. dissolutiondissolved in ethyl acetate
6. washwashed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine
7. dry with materialAfter drying over anhydrous sodium sulfate
8. customthe insoluble matter was separated by filtration
9. customthe residue obtained by concentration
10. customwas purified by silica gel column chromatography (eluent, n-hexane