Reaktion #40697

Reaktionsgleichung

benzyl chloroformate

L-homoserine

sodium hydrogen carbonate

water

→

title compound

benzyl (3S)-2-oxotetrahydro-3-furanylcarbamate

Lösungsmittel

ether

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 18 hrs
2. 2
   Waschenwashed with 1N hydrochloric acid
3. 3
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
4. 4
   Sonstigethe solvent was evaporated
5. 5
   SonstigeThe obtained crude product
6. 6
   Sonstigewas purified by silica gel chromatography (ethyl acetate-hexane)

Vorschrift

To L-homoserine (2 g) were added sodium hydrogen carbonate (3.7 g) and water (30 ml), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were further added benzyl chloroformate (3.9 ml) and ether (10 ml), and the mixture was stirred at room temperature for 18 hrs. The reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (2.5 g).

Quelle