反应详情

L-alanyl-L-proline (1.86 g, 10 mmole) was dissolved in 1N aqueous sodium hydroxide (10 ml)-dioxane (3 ml), and dioxane (7 ml) solution of benzylsulfonylchloride (1.91 g, 10 mmole) was added dropwise to the solution while cooling with ice and stirring while keeping pH value thereof to between 10 and 11 using 1N aqueous sodium hydroxide. After completion of the addition, the mixture was further stirred for 2 hours at room temperature. Water (20 ml) was added thereto and the mixture was washed with diethyl ether (40 ml). The water layer was filtered and the filtrate thus obtained was adjusted to pH 1.5 with 1N aqueous hydrochloric acid while cooling with ice and stirring to precipitate N-benzylsulfonyl-L-alanyl-L-proline in a crystalline form[yield: 1.78 g, 52.3%).

1. additionwas added dropwise to the solution
2. temperaturewhile cooling with ice
3. additionAfter completion of the addition
4. stirringthe mixture was further stirred for 2 hours at room temperature
5. washthe mixture was washed with diethyl ether (40 ml)
6. filtrationThe water layer was filtered
7. customthe filtrate thus obtained
8. temperaturewhile cooling with ice
9. stirringstirring
10. customto precipitate N-benzylsulfonyl-L-alanyl-L-proline in a crystalline form[yield: 1.78 g, 52.3%)