反应详情

To a solution of 3-oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid (857 mg, 5.5 mmol), in DMF (14 ml) and DCM (25 ml) at room temperature, was added 1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester (1.15 g, 6.0 mmol), HATU (2.29 g, 6.0 mmol) and DIPEA (3.82 ml, 22 mmol). The reaction was stirred under N2-atmosphere at ambient temperature for 1 h. LC/MS analysis showed complete conversion and the reaction mixture was concentrated in vacuo. The residue was re-dissolved in DCM (100 ml) and 0.1 M HCl (aq) and the layers separated. The organic phase was washed with NaHCO3 (aq) and brine, dried (MgSO4) and filtered. Removal of the solvent in vacuo afforded the title compound (1.6 g, 99%). LC/MS (Method A): tR=2.46 min, >95%, m/z (ESI+)=294(MH+)

1. concentrationthe reaction mixture was concentrated in vacuo
2. dissolutionThe residue was re-dissolved in DCM (100 ml)
3. custom0.1 M HCl (aq) and the layers separated
4. washThe organic phase was washed with NaHCO3 (aq) and brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customRemoval of the solvent in vacuo