Reaktion #969877
ord-837f8df55324406d983aa5ce7878dffa
Reaktionsgleichung
6-aminoquinoline
1-hydroxibenzotriazol
Z-Val-Pro-OH
N,N′-diisopropylcarbodiimide
→
Z-Val-Pro 6-aminoquinoline
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Sonstigewas continued until the complete disappearance of the starting material (overnight)
- 2SonstigeThen, the solvent was evaporated
- 3workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
- 4Waschenwashed with citric acid (10%), NaHCO3 (10%) and brine
- 5TrocknenThe organic layer was dried (Na2SO4)
- 6Sonstigeevaporated
- 7Sonstigeleaving a residue that
- 8Sonstigewas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
- 9Sonstigeto yield H (20
- 10Sonstigeyield
Vorschrift
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