Реакция #969877

ord-837f8df55324406d983aa5ce7878dffa

Уравнение реакции

Nc1ccc2ncccc2c1
6-aminoquinoline
On1nnc2ccccc21
1-hydroxibenzotriazol
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O
Z-Val-Pro-OH
CC(C)N=C=NC(C)C
N,N′-diisopropylcarbodiimide
CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)O.Nc1ccc2ncccc2c1
Z-Val-Pro 6-aminoquinoline

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеwas continued until the complete disappearance of the starting material (overnight)
  2. 2
    ДругоеThen, the solvent was evaporated
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    Промывкаwashed with citric acid (10%), NaHCO3 (10%) and brine
  5. 5
    СушкаThe organic layer was dried (Na2SO4)
  6. 6
    Другоеevaporated
  7. 7
    Другоеleaving a residue that
  8. 8
    Другоеwas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
  9. 9
    Другоеto yield H (20
  10. 10
    Другоеyield

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

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08236756B2uspto-grants-2012_08