Reaktion #82331

Reaktionsgleichung

[N-(benzyloxycarbonyl)-L-phenylalanyl]methyl bromide

N2 L-prolyl-N1 -isobutyl-L-isoleucinamide

triethylamine

→

N2 [N-[[N-(benzyloxycarbonyl)-L-phenylalanyl]methyl]-L-prolyl]-N1 -isobutyl-L-isoleucinamide

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed by evaporation
2. 2
   Sonstigethe crude product was chromatographed on silica gel
3. 3
   Waschenfor the elution
4. 4
   SonstigeThe resulting product was triturated with a mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate

Vorschrift

A solution of 8.86 g of [N-(benzyloxycarbonyl)-L-phenylalanyl]methyl bromide 6.71 g of N2 -L-prolyl-N1 -isobutyl-L-isoleucinamide and 2.60 g of triethylamine in 400 ml of dichloromethane was stirred at room temperature overnight. The solvent was removed by evaporation and the crude product was chromatographed on silica gel using ethyl acetate for the elution. The resulting product was triturated with a mixture of petroleum ether (b.p. 40°-60° C.) and ethyl acetate to give 8.70 g of N2 -[N-[[N-(benzyloxycarbonyl)-L-phenylalanyl]methyl]-L-prolyl]-N1 -isobutyl-L-isoleucinamide as an off-white solid of m.p. 80°-81° C.

Quelle