Reacción #969877

Ecuación de reacción

6-aminoquinoline

1-hydroxibenzotriazol

Z-Val-Pro-OH

N,N′-diisopropylcarbodiimide

→

Z-Val-Pro 6-aminoquinoline

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas continued until the complete disappearance of the starting material (overnight)
2. 2
   OtroThen, the solvent was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   Lavadowashed with citric acid (10%), NaHCO3 (10%) and brine
5. 5
   SecadoThe organic layer was dried (Na2SO4)
6. 6
   Otroevaporated
7. 7
   Otroleaving a residue that
8. 8
   Otrowas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
9. 9
   Otroto yield H (20
10. 10
    Otroyield

Procedimiento

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

Fuente