反应详情

L-alanyl-L-proline (1.86 g, 10 mmole) was dissolved in aqueous sodium hydroxide (10 ml)-dioxane (10 ml), and dioxane (5 ml) solution of mesitylenesulfonylchloride (2.19 g, 10 mmole) was added dropwise to the solution while cooling and stirring while keeping pH value thereof to 10 to 11 with 1N aqueous sodium hydroxide. After that; the mixture was stirred further for 2 hours at room temperature. Water (20 ml) was added thereto and the mixture thus obtained was washed with diethyl ether (40 ml). The water layer was filtered and the filtrate thus obtained was adjusted to pH 2.0 with 1N hydrochloric acid while cooling and stirring to precipitate white solid material. The material was dissolved in 0.5N aqueous sodium hydroxide and the solution thus obtained was crystallized by addition of 1N aqueous hydrochloric acid to give N-mesitylenesulfonyl-L-alanyl-L-proline yield: 1.67 g, 45.3%).

1. additionwas added dropwise to the solution
2. temperaturewhile cooling
3. stirringthe mixture was stirred further for 2 hours at room temperature
4. customthe mixture thus obtained
5. washwas washed with diethyl ether (40 ml)
6. filtrationThe water layer was filtered
7. customthe filtrate thus obtained
8. temperaturewhile cooling
9. stirringstirring
10. customto precipitate white solid material
11. dissolutionThe material was dissolved in 0.5N aqueous sodium hydroxide
12. customthe solution thus obtained
13. customwas crystallized by addition of 1N aqueous hydrochloric acid