反应详情

Into a 300 mol round bottom flask were charged 10 g (44.8 mmol) of Z-L-Ala and 5.2 g (45.2 mmol) of N-hydroxysuccinimide, and the contents were dissolved in 100 ml of dioxane. Then, a solution of 9.2 g (44.7 mmol) of dicyclohexylcarbodiimide in 40 ml of dioxane was added dropwise, while the temperature of the reaction mixture wa maintained at 25° to 20° C. After the reaction had been allowed to proceed for 5 hours, precipitated dicyclohexylurea was filtered off. On the other hand, 7.2 g (50 mmol) of L-Gln was dissolved in 70 ml of aqueous 10% sodium hydrogencarbonate solution, and the resulting solution was cooled to 15° to 10° C. The dioxane solution prepared above was then added dropwise to the cooled solution, and the reaction was allowed to proceed for 5 hours. After the completion of the reaction, the pH of the reaction mixture was adjusted to 6.8 with lN HCl, and the dioxane was distilled off. After insoluble substances were filtered off, its pH was adjusted to 3 to 3.5 with 1N HCl. Crystals precipitated within 1 to 2 minutes, and the crystals were collected by filtration, washed with water and dried under reduced pressure to give 7 g (20 mmol) of Z-L-Ala-L-Gln. The pH of the above mother liquor was adjusted to 2.0 with lN HCl, so as to precipitate an additional 5 g of Z-L-Ala-L-Gln.

1. temperaturewa maintained at 25° to 20° C
2. customprecipitated dicyclohexylurea
3. filtrationwas filtered off
4. temperaturethe resulting solution was cooled to 15° to 10° C
5. additionwas then added dropwise to the cooled solution
6. waitto proceed for 5 hours
7. customAfter the completion of the reaction
8. distillationthe dioxane was distilled off
9. filtrationAfter insoluble substances were filtered off
10. customCrystals precipitated within 1 to 2 minutes
11. filtrationthe crystals were collected by filtration
12. washwashed with water
13. customdried under reduced pressure