Réaction #969877

Équation de réaction

6-aminoquinoline

1-hydroxibenzotriazol

Z-Val-Pro-OH

N,N′-diisopropylcarbodiimide

→

Z-Val-Pro 6-aminoquinoline

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autrewas continued until the complete disappearance of the starting material (overnight)
2. 2
   AutreThen, the solvent was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   Lavagewashed with citric acid (10%), NaHCO3 (10%) and brine
5. 5
   SéchageThe organic layer was dried (Na2SO4)
6. 6
   Autreevaporated
7. 7
   Autreleaving a residue that
8. 8
   Autrewas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
9. 9
   Autreto yield H (20
10. 10
    Autreyield

Mode opératoire

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

Source