反应 #969877

ord-837f8df55324406d983aa5ce7878dffa

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他was continued until the complete disappearance of the starting material (overnight)
  2. 2
    其他Then, the solvent was evaporated
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    洗涤washed with citric acid (10%), NaHCO3 (10%) and brine
  5. 5
    干燥The organic layer was dried (Na2SO4)
  6. 6
    其他evaporated
  7. 7
    其他leaving a residue that
  8. 8
    其他was purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
  9. 9
    其他to yield H (20
  10. 10
    其他yield

实验过程

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

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08236756B2uspto-grants-2012_08