反应详情

To a solution of 1-(3-hydroxy-3-methylbutyl)-1,3-dihydro-2H-benzimidazol-2-one (0.25 g, 1.1 mmol) in 1,2-dichloroethane (30 mL) were added triethylamine (0.52 mL, 3.7 mmol) and 4-nitrophenyl chloroformate (0.27 g, 1.4 mmol) at 0° C. and the mixture was stirred for 4 h at rt. Then to this mixture was added a mixture of L-tert-leucinamide (0.18 g, 1.4 mmol) in 1,2-dichloroethane (5 mL) at 0° C. and stirred at rt. After 14 h, the reaction was quenched by addition of water (50 mL) and filtered and washed with water (30 mL) and dichloromethane (30 mL). The obtained solid was suspended in water (50 mL) and filtered. This procedure was repeated twice followed by recrystallization from methanol. The obtained solid was suspended in water (50 mL) again and filtered and this procedure was repeated twice. Then the solid was dissolved in methanol/dichloromethane and filtered and concentrated in vacuo. The obtained solid was then recrystallized from acetone to give 0.14 g (33%) of the title compound.

1. additionThen to this mixture was added
2. stirringstirred at rt
3. waitAfter 14 h
4. customthe reaction was quenched by addition of water (50 mL)
5. filtrationfiltered
6. washwashed with water (30 mL) and dichloromethane (30 mL)
7. filtrationfiltered
8. customThis procedure was repeated twice followed by recrystallization from methanol
9. filtrationfiltered
10. dissolutionThen the solid was dissolved in methanol/dichloromethane
11. filtrationfiltered
12. concentrationconcentrated in vacuo
13. customThe obtained solid was then recrystallized from acetone