Reaktion #11943

Reaktionsgleichung

compound

6-(N-Boc-N-2-picolylaminomethyl)nicotinic acid

WSCI hydrochloride

HOBt

compound

Nδ-Cbz-L-ornithine

→

title compound

Ausbeute 107.6%

Nα-(2-(N-Boc-N-2-picolylaminomethyl)pyridin-5-ylcarbonyl)-Nδ-Cbz-L-ornithine

Ausbeute 107.6%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the reaction
2. 2
   Sonstigethe solvent was removed by distillation
3. 3
   workup.DISSOLUTIONThe residue was dissolved in chloroform
4. 4
   Waschenwashed with 1 mol/l aqueous solution of hydrochloric acid, 1 mol/l aqueous solution of sodium hydroxide, and saturated brine
5. 5
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
6. 6
   Sonstigethe solvent was removed by distillation
7. 7
   SonstigeThe residue was purified by silica gel column chromatography (10 g, chloroform/methanol=20/1)

Vorschrift

The compound obtained in Example 8-6 (165.3 mg) was dissolved in DMF (3 ml). After the addition of WSCI hydrochloride (78.5 mg), HOBt (40.1 mg), and the compound obtained in Example 12-3 (90.4 mg), the mixture was stirred for 23 hours at room temperature. After the reaction, the solvent was removed by distillation. The residue was dissolved in chloroform and washed with 1 mol/l aqueous solution of hydrochloric acid, 1 mol/l aqueous solution of sodium hydroxide, and saturated brine. The organic layer was dried over anhydrous sodium sulfate and the solvent was removed by distillation. The residue was purified by silica gel column chromatography (10 g, chloroform/methanol=20/1) to obtain the title compound (167.6 mg) as white foam.

Quelle