反应详情

2-Methyl-2-{[4-(2-{[(1-phenyl-1H-pyrazol-4-yl)carbonyl]amino}ethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl ester (16.2 g) obtained in Example 451-1 was dissolved in tetrahydrofuran (20 mL), 1 mol/L-borane/tetrahydrofuran complex (160 mL) was added under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was ice-cooled, and methanol (200 mL) was added dropwise. After warming to room temperature, the mixture was stirred for 1 hr. The reaction mixture was concentrated under reduced pressure, piperidine (60 mL) was added, and the mixture was stirred at 60° C. for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; dichloromethane:methanol=20:1 to 10:1) to give the title compound (9.5 g) as a slightly yellow oil.

1. addition1 mol/L-borane/tetrahydrofuran complex (160 mL) was added under ice-
2. temperaturecooling
3. temperaturecooled
4. temperatureAfter warming to room temperature
5. stirringthe mixture was stirred for 1 hr
6. concentrationThe reaction mixture was concentrated under reduced pressure, piperidine (60 mL)
7. additionwas added
8. stirringthe mixture was stirred at 60° C. for 4 hr
9. concentrationThe reaction mixture was concentrated under reduced pressure
10. customthe residue was purified by silica gel chromatography (elution solvent; dichloromethane:methanol=20:1 to 10:1)