Réaction #82331

Équation de réaction

[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

Solvants

dichloromethane

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source