反应详情

温度

0 °C

At 0° C. the solution of 18 mg (0.075 mmol) of HCl Pro-OBzl in 5 ml of anhydrous tetrahydrofuran was adjusted to pH 9, to which the pre-cold solution of 33 mg (0.077 mmol) Boc-Arg(Tos)-OH, 10 mg (0.074 mmol) of 1-hydroxybenzotriazole and 16 mg (0.077 mmol) of dicyclohexylcarbodiimide in 10 ml of anhydrous tetrahydrofuran was added. The reaction mixture was stirred at 0° C. for 2 h and at room temperature for 5 h and TLC (chloroform/methanol, 30:1) indicated complete disappearance of HCl.Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 12). The resulted precipitates of N,N-dicyclohexylurea were filtrated and the filtrate was diluted with 30 ml of ethyl acetate. The solution obtained was washed successively with saturated NaCO3 in water (10 ml×3), saturated NaCl in water (10 ml×3) and KHSO4 in water (5%, 10 ml×3). The separated ethyl acetate layer was dried with anhydrous MgSO4, filtered. The filtrate was evaporated to provide 37 mg (80%) of the title compound as a colorless powder. Mp 60–62° C., FAB-MS (m/e) 617[M+H]+.

1. customAt 0° C.
2. additionwas added
3. customThe resulted precipitates of N,N-dicyclohexylurea
4. filtrationwere filtrated
5. additionthe filtrate was diluted with 30 ml of ethyl acetate
6. customThe solution obtained
7. washwas washed successively with saturated NaCO3 in water (10 ml×3), saturated NaCl in water (10 ml×3)
8. dry with materialThe separated ethyl acetate layer was dried with anhydrous MgSO4
9. filtrationfiltered
10. customThe filtrate was evaporated