Reaktion #45911

Reaktionsgleichung

tert-Butyl [(3S)-3-methylpyrrolidin-3-yl]carbamate

sodium hydrogencarbonate

benzyloxycarbonyl chloride

→

compound

Ausbeute 100.0%

Benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-3-methylpyrrolidine-1-carboxylate

Ausbeute 100.0%

Lösungsmittel

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction liquid
2. 2
   Extraktionwas extracted with ethyl acetate
3. 3
   Waschenthe obtained organic layer was washed with saturated brine
4. 4
   TrocknenAfter drying over anhydrous sodium sulfate
5. 5
   Sonstigethe insoluble matter was separated by filtration
6. 6
   Sonstigethe residue obtained by concentration
7. 7
   Sonstigewas purified by silica gel column chromatography (eluent, n-hexane

Vorschrift

tert-Butyl [(3S)-3-methylpyrrolidin-3-yl]carbamate (I-345) (240 mg, 1.20 mmol) was dissolved in diethyl ether (12 ml), then an aqueous saturated sodium hydrogencarbonate solution (12 ml) was added, and at room temperature, benzyloxycarbonyl chloride (222 μl, 1.56 mmol) was added, followed by stirring at room temperature for 16 hours. The reaction liquid was extracted with ethyl acetate, and the obtained organic layer was washed with saturated brine. After drying over anhydrous sodium sulfate, the insoluble matter was separated by filtration, and the residue obtained by concentration was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=2:1, v/v) to obtain the entitled compound (400 mg, 100%) as a colorless oily substance.

Quelle