Reaktion #510112

Reaktionsgleichung

water

(2R)-2-amino-2-methyl-4-(furan-2-yl)butan-1-ol

di-t-butyl dicarbonate

triethylamine

→

(4R)-4-methyl-4-[2-(furan-2-yl)ethyl]-1,3-oxazolidin-2-one

Ausbeute 58.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe resulting mixture was stirred at room temperature for 20 minutes
2. 2
   workup.STIRRINGAfter stirring
3. 3
   Sonstigethe resulting mixture was evaporated in vacuo
4. 4
   SonstigeThe residue obtained
5. 5
   Sonstigewas purified by chromatography on a silica gel column

Vorschrift

Subsequently, to a suspension of (2R)-2-amino-2-methyl-4-(furan-2-yl)butan-1-ol 1/2 D-(−)tartrate (51.2 mg, 0.16 mmol) obtained above in dichloromethane (1.6 ml) were added successively di-t-butyl dicarbonate (0.17 g, 0.78 mmol), triethylamine (0.22 ml, 1.58 mmol) and 4-dimethylaminopyridine-(3.0 mg, 0.025 mmol) with stirring, and the resulting mixture was stirred at room temperature for 20 minutes. After stirring, water was added to the reaction mixture, and the resulting mixture was evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of hexane and ethyl acetate (1:1) as the eluent to afford (4R)-4-methyl-4-[2-(furan-2-yl)ethyl]-1,3-oxazolidin-2-one (18.0 mg, yield: 58%).

Quelle