Reaktion #50658

Reaktionsgleichung

carbobenzyloxy-L-alanine

N-aminopyrrole

DCC

→

product

Ausbeute 81.3%

(S)-Phenylmethyl-[1-methyl-2-oxo-2-(1H-pyrrol-1-ylamino)ethyl]carbamate

Ausbeute 81.3%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooling bath was removed after ten minutes
2. 2
   FiltrationThe mixture was filtered
3. 3
   Filtrationthe solid DCU filter cake
4. 4
   Waschenwas washed with hot ethyl acetate
5. 5
   SonstigeConcentration of the combined filtrate gave the crude product
6. 6
   SonstigeRecrystallization from ethyl acetate/hexane

Vorschrift

To a stirred solution of carbobenzyloxy-L-alanine (10.0 g) and N-aminopyrrole (3.68 g) in dry DCM (224 ml) was added DCC (9.71 g) at 0° C. under nitrogen. The cooling bath was removed after ten minutes and the reaction mixture was allowed to stir at room temperature for 17 hours. The mixture was filtered and the solid DCU filter cake was washed with hot ethyl acetate. Concentration of the combined filtrate gave the crude product. Recrystallization from ethyl acetate/hexane afforded 10.46 g of the product as a solid, m.p. 169°-171° C.

Quelle