反应详情

温度

45 °C

To a solution containing 6.36. g (26.00 mmol) of 1-Acetyl-3-benzylidene piperazine-2,5-dione described by D. Villemn, et al. (Synthetic Communications, 20:3325 (1990)), in 100 mL of DMF under nitrogen atmosphere was added 9.62 mL (65.10 mmol) of t-butyl bromoacetate and 7.55 g (32.60 mmol) of silver oxide. The reaction was heated to 45° C. overnight. The reaction was filtered through a plug of celite and the filtrate concentration under reduced pressure. The residue was diluted with ethyl acetate and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 1% methanol/dichloromethane gave 5.37 g of a tan solid. Further purification via preparative HPLC gave 2.5 g (27%) of the title compound. FAB MS [M+H] m/z: Calcd: 359, Found: 359.

1. additionTo a solution containing 6.36
2. filtrationThe reaction was filtered through a plug of celite
3. concentrationthe filtrate concentration under reduced pressure
4. additionThe residue was diluted with ethyl acetate
5. washwashed with water
6. dry with materialThe organic phase was dried over magnesium sulfate
7. filtrationFiltration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 1% methanol/dichloromethane