Reaktion #11966

Reaktionsgleichung

Nα-Fmoc-Nδ-Boc-L-ornithine

WSCI hydrochloride

HOBt

→

title compound

Ausbeute 102.8%

Nα-Fmoc-Nδ-Boc-L-ornithine methyl ester

Ausbeute 102.8%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas removed
2. 2
   Extraktionthe residue was extracted with chloroform
3. 3
   WaschenThe extract was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and saturated brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   Sonstigeto remove water
6. 6
   SonstigeSyrup obtained
7. 7
   Sonstigeby removing the solvent
8. 8
   Sonstigewas purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=5/1)

Vorschrift

Commercially available Nα-Fmoc-Nδ-Boc-L-ornithine (1.00 g), WSCI hydrochloride (0.633 g), and HOBt (0.446 g) were reacted in methanol (20 ml) for 23 hours at room temperature. After the reaction, methanol was removed and the residue was extracted with chloroform. The extract was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and saturated brine, and dried over anhydrous sodium sulfate to remove water. Syrup obtained by removing the solvent was purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=5/1) to obtain the title compound (1.06 g) as a white solid.

Quelle