反应详情

A total amount of 198 g of N-palmitoyloxy-glycyloxysuccinimide synthesized above was suspended in DMF, and a suspension of 113 g (0.728 mol) of L-histidine and 55.6 ml (0.400 mol) of triethylamine in 350 ml of water was added with stirring while cooling with ice. Then, the whole was stirred while cooled with ice for 30 minutes, then allowed to reach room temperature, and further stirred for 17 hours. A precipitated solid was collected by filtration without treatment to give a solid. The solid was added into a solution mixed with 120 ml of trifluoroacetic acid and 1.5 L of ice water. The whole was stirred, and then an insoluble was collected by filtration. The obtained solid was charged into a jug, washed with 2 L of water three times, and then dried under reduced pressure. The obtained dried solid was dissolved in 400 ml of trifluoroacetic acid, and a small amount of insoluble was filtered off with a membrane-filter. The filtrate was concentrated under reduced pressure to about half the volume. Then, a solid was washed with diethyl ether and dried under reduced pressure. The solid was washed with water several times, and the obtained solid was dried under reduced pressure to give 112 g (54%) of a colorless solid.

1. additionwas added
2. temperaturewhile cooling with ice
3. stirringThen, the whole was stirred
4. temperaturewhile cooled with ice for 30 minutes
5. customto reach room temperature
6. stirringfurther stirred for 17 hours
7. filtrationA precipitated solid was collected by filtration without treatment
8. customto give a solid
9. additionThe solid was added into a solution
10. stirringThe whole was stirred
11. filtrationan insoluble was collected by filtration
12. additionThe obtained solid was charged into a jug
13. washwashed with 2 L of water three times
14. customdried under reduced pressure
15. customThe obtained dried solid
16. dissolutionwas dissolved in 400 ml of trifluoroacetic acid
17. filtrationa small amount of insoluble was filtered off with a membrane-filter
18. concentrationThe filtrate was concentrated under reduced pressure to about half the volume
19. washThen, a solid was washed with diethyl ether
20. customdried under reduced pressure
21. washThe solid was washed with water several times
22. customthe obtained solid was dried under reduced pressure