Реакция #969877
ord-837f8df55324406d983aa5ce7878dffa
Уравнение реакции
6-aminoquinoline
1-hydroxibenzotriazol
Z-Val-Pro-OH
N,N′-diisopropylcarbodiimide
→
Z-Val-Pro 6-aminoquinoline
Реагенты
Нет
Растворители
Условия реакции
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1Другоеwas continued until the complete disappearance of the starting material (overnight)
- 2ДругоеThen, the solvent was evaporated
- 3workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
- 4Промывкаwashed with citric acid (10%), NaHCO3 (10%) and brine
- 5СушкаThe organic layer was dried (Na2SO4)
- 6Другоеevaporated
- 7Другоеleaving a residue that
- 8Другоеwas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
- 9Другоеto yield H (20
- 10Другоеyield
Методика
A solution of Z-Val-Pro-OH (217.4 mg, 0.62 mmol) in dichloromethane (1.5 mL), was successively treated at room temperature. with 1-hydroxibenzotriazol (84.3 mg, 0.62 mmol), N,N′-diisopropylcarbodiimide (97.2 μL, 0.62 mmol) and 6-aminoquinoline (75 mg, 0.52 mmol). The stirring was continued until the complete disappearance of the starting material (overnight). Then, the solvent was evaporated, the residue was dissolved in ethyl acetate and washed with citric acid (10%), NaHCO3 (10%) and brine. The organic layer was dried (Na2SO4) and evaporated leaving a residue that was purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4) to yield H (20 yield