Reacción #11966

Ecuación de reacción

Nα-Fmoc-Nδ-Boc-L-ornithine

WSCI hydrochloride

HOBt

→

title compound

Rendimiento 102.8%

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

Rendimiento 102.8%

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas removed
2. 2
   Extracciónthe residue was extracted with chloroform
3. 3
   LavadoThe extract was washed with water, saturated aqueous solution of sodium hydrogencarbonate, and saturated brine
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   Otroto remove water
6. 6
   OtroSyrup obtained
7. 7
   Otroby removing the solvent
8. 8
   Otrowas purified by silica gel column chromatography (50 g, chloroform/ethyl acetate=5/1)

Procedimiento

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.

Fuente