Reaktion #1109901

Reaktionsgleichung

tert-butyl (6R,7R)-6-carbamoyl-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

triethylamine

trifluoroacetic anhydride

→

title compound

Ausbeute 49.2%

tert-butyl (6S,7R)-6-cyano-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

Ausbeute 49.2%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThen, the mixture was stirred at room temperature for 1 hr
2. 2
   workup.DISTILLATIONdistilled water
3. 3
   workup.ADDITIONwas added to the reaction mixture
4. 4
   Extraktionthe mixture was extracted with ethyl acetate
5. 5
   WaschenThe extract was washed with distilled water and brine
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   Sonstigethe solvent was evaporated under reduced pressure
8. 8
   SonstigeThe residue was purified by silica gel chromatography (hexane/ethyl acetate)

Vorschrift

To a solution of tert-butyl (6R,7R)-6-carbamoyl-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (437 mg) and triethylamine (0.344 ml) in THF (5.6 mL) was added trifluoroacetic anhydride (0.171 mL), and the mixture was stirred at 0° C. for 2 hr. Then, the mixture was stirred at room temperature for 1 hr, distilled water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with distilled water and brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (205 mg).

Quelle