Reaktion #1060567

Reaktionsgleichung

H-Lys(Z)

HCl

BOC-Leu

→

BOC-Leu-Lys(Z)

Ausbeute 72.7%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° to 5° C
2. 2
   SonstigeAfter the reaction
3. 3
   Sonstigethe solvent was removed by distillation under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in 1500 ml of AcOEt
5. 5
   Waschenwashed with 500 ml of a cooled 5% HCl solution twice
6. 6
   Trocknendrying over anhydrous magnesium sulfate and active carbon
7. 7
   SonstigeAfter drying
8. 8
   Filtrationthe magnesium sulfate and active carbon were filtered
9. 9
   Sonstigethe solvent was removed by distillation under reduced pressure
10. 10
    Sonstigeto yield crude BOC-Leu-Lys(Z)-CHA
11. 11
    SonstigeThis was recrystallized from a mixed solvent of AcOEt/ether/n-hexane

Vorschrift

In 200 ml of 1.5N NEM/DMF mixture, 45.2 g (0.2 mol) of H-Lys(Z)-CHA.HCl was dissolved, and 35.3 g (0.1 mol) of BOC-Leu-SDP was added thereto at 0° to 5° C. The reaction was carried out at room temperature for 18 hours. After the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in 1500 ml of AcOEt and washed with 500 ml of a cooled 5% HCl solution twice, and 500 ml of a saturated saline solution twice, followed by decoloration and drying over anhydrous magnesium sulfate and active carbon. After drying, the magnesium sulfate and active carbon were filtered and the solvent was removed by distillation under reduced pressure to yield crude BOC-Leu-Lys(Z)-CHA. This was recrystallized from a mixed solvent of AcOEt/ether/n-hexane to give 35.9 g (57.1%) of BOC-Leu-Lys(Z)-CHA.

Quelle