Acetic Anhydride → HCID 86691261, compound

Participants

Reaction Steps

Add acetic acid anhydride (5 mL, 50.8 mmol) to a stirred solution of diethyl (1S,2S,5R,6R)-2-amino-4-oxo-bicyclo[3.1.0]hexane-2,6-dicarboxylate (7.2 g, 28.2 mmol) and triethylamine (7.9 mL, 56.4 mmol) in dry dichloromethane (72 mL) at room temperature. After 2 hours, quench with water (100 mL) and stir vigorously for 20 minutes. Separate the dichloromethane layer via a hydrophobic frit and evaporate to a light brown oil (9.6 g). Purify by flash chromatography eluting with ethyl acetate:iso-hexane (70:30 to 90:10) to give the title compound as a pale yellow glass foaming on drying (6.53 g, 22 mmol). MS (m/z): 298 (M+1), 320 (M+23), 617 (2M+23).

Provenance & Evidence