تفاعل #969877

ord-837f8df55324406d983aa5ce7878dffa

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىwas continued until the complete disappearance of the starting material (overnight)
  2. 2
    أخرىThen, the solvent was evaporated
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    غسيلwashed with citric acid (10%), NaHCO3 (10%) and brine
  5. 5
    تجفيفThe organic layer was dried (Na2SO4)
  6. 6
    أخرىevaporated
  7. 7
    أخرىleaving a residue that
  8. 8
    أخرىwas purified by CCTLC on the chromatotron with hexane/ethyl acetate (1:4)
  9. 9
    أخرىto yield H (20
  10. 10
    أخرىyield

الإجراء التجريبي

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

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08236756B2uspto-grants-2012_08