反应详情

A mixture of Tyr(3-tBu)-NHMe (1.7 g, 6.8 mmol), acetaldehyde (0.76 ml, 13.6 mmol) and dichloromethane (10 ml) was stirred under cooling with ice for 30 min. The reaction mixture was concentrated under reduced pressure under cooling with ice; the thus obtained residue was mixed with methanol (20 ml) and then under cooling with ice with sodium borohydride (0.28 g, 7.4 mmol) and stirred at the same temperature for 15 min. The resultant was mixed with water and extracted with dichloromethane. The organic layer was washed with water, dried and concentrated under reduced pressure under cooling with ice; the thus obtained residue was subjected to silica gel column chromatography (CHCl3:MeOH=20:1), giving N-Et-Tyr(3-tBu)-NHMe (T8) (1.7 g, 90%).

1. temperatureunder cooling with ice for 30 min
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. temperatureunder cooling with ice
4. additionthe thus obtained residue was mixed with methanol (20 ml)
5. stirringstirred at the same temperature for 15 min
6. extractionextracted with dichloromethane
7. washThe organic layer was washed with water
8. customdried
9. concentrationconcentrated under reduced pressure
10. temperatureunder cooling with ice