Reaktion #42052

Reaktionsgleichung

(S)-3-amino-1-(benzyloxycarbonyl)pyrrolidine

potassium carbonate

ethyl iodide

tetrahydrofuran

→

objective compound

(S)-1-(benzyloxycarbonyl)-3-(N,N-diethylamino)pyrrolidine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcool
2. 2
   workup.STIRRINGby stirring for 24 hours
3. 3
   EinengenThe reaction solution was concentrated under reduced pressure
4. 4
   workup.ADDITIONmixed with water
5. 5
   Extraktionfollowed by extraction with ethyl acetate
6. 6
   Trocknendried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   SonstigeThe residue was purified by silica gel column chromatography

Vorschrift

To a solution of 1.40 g of (S)-3-amino-1-(benzyloxycarbonyl)pyrrolidine (J. Med. Chem., 1992, 35, 1764-1773) in 28 ml of tetrahydrofuran, 2.6 g of potassium carbonate and 1.0 ml of ethyl iodide were added under ice-cool stirring, followed by stirring for 24 hours. The reaction solution was concentrated under reduced pressure, mixed with water, followed by extraction with ethyl acetate, and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 0.70 g of the objective compound as a yellow oily product.

Quelle