Reaktion #47465

Reaktionsgleichung

(S)-1-amino-3-(3-nitro-pyrazole-1-yl)-propan-2-ol

di-2-pyridyl carbonate

→

(S)-5-(3-nitro-pyrazol-1-ylmethyl)-oxazolidin-2-one

Ausbeute 49.0%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic layer was washed with a saturated sodium chloride solution
2. 2
   Trocknendried over magnesium sulfate
3. 3
   SonstigeThe crude product obtained
4. 4
   Einengenafter concentration
5. 5
   Sonstigewas purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 10% methanol/dichloromethane)

Vorschrift

To a solution of (S)-1-amino-3-(3-nitro-pyrazole-1-yl)-propan-2-ol (0.65 g, 3.49 mmol) in dichloromethane (15 mL) was added di-2-pyridyl carbonate (0.76 g, 3.49 mmol). The reaction mixture was stirred at room temperature for 2 h and then diluted with dichloromethane. The organic layer was washed with a saturated sodium chloride solution and dried over magnesium sulfate. The crude product obtained after concentration, was purified by ISCO flash chromatography (Teledyne Isco RediSep Flash Column 40 g; 0% to 10% methanol/dichloromethane) to afford (S)-5-(3-nitro-pyrazol-1-ylmethyl)-oxazolidin-2-one (0.36 g, 49%) as a clear colorless oil: HR-ES-MS m/z calculated for C7H8N4O4 [M]+ 212, observed 213 [M+H]+.

Quelle