Reaktion #89774

Reaktionsgleichung

Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

(1S,2S,5S)-7-oxo-6-oxabicyclo[3.2.1]octane-2-carboxylic acid

1-Phenylpiperazine

N,N-dimethylformamide

N,N-diisopropylethylamine

→

(1S,2S,5S)-2-[(4-phenylpiperazin-1-yl)carbonyl]-6-oxabicyclo[3.2.1]octan-7-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe product was purified by flash chromatography on silica gel column (ethyl acetate in hexanes: 60%)

Vorschrift

Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (7.0 g, 0.016 mol) was added To a solution of (1S,2S,5S)-7-oxo-6-oxabicyclo[3.2.1]octane-2-carboxylic acid (14.4 mmol, 0.0144 mol) and 1-Phenylpiperazine (2.4 mL, 0.016 mol) in N,N-dimethylformamide (30 mL, 0.4 mol) at 0 Celsius. After 5 minutes, N,N-diisopropylethylamine (7.5 mL, 0.043 mol) was added at 0 Celsius. The mixture was stirred at RT for overnight. The product was purified by flash chromatography on silica gel column (ethyl acetate in hexanes: 60%).

Quelle