Reaktion #2066448

Reaktionsgleichung

2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-isobutyl-4-methylvalerohydrazide

2-(1H-imidazol-1-yl)acetic acid hydrogen bromide

N-ethylmorpholine

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

→

2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-2′-isobutyl-4-methylvalerohydrazide

Ausbeute 96.5%

Lösungsmittel

dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeEvaporation of the solvent
2. 2
   Sonstigegave a residue which
3. 3
   Waschenwashed with water and saturated aqueous sodium chloride
4. 4
   TrocknenDrying over anhydrous magnesium sulfate, filtration, and evaporation

Vorschrift

A solution of 0.763 g of 2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-isobutyl-4-methylvalerohydrazide and 0.780 g of 2-(1H-imidazol-1-yl)acetic acid hydrogen bromide in 8 ml of dimethylformamide was cooled to 0° C. under nitrogen and treated with 0.45 ml of N-ethylmorpholine and 0.720 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. The mixture was allowed to warm to room temperature and stirred overnight. Evaporation of the solvent gave a residue which was dissolved in ethyl acetate and washed with water and saturated aqueous sodium chloride. Drying over anhydrous magnesium sulfate, filtration, and evaporation gave 0.914 g of 2(R)-[3-benzamido-1(S)-(tert-butoxycarbonyl)propyl]-2′-[2-(1H-imidazol-1-yl)acetyl]-2′-isobutyl-4-methylvalerohydrazide in the form of an off-white foam.

Quelle