反应详情

温度

80 °C

A suspension of di-tert-butyl (1S,2R,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-methylidene-4-oxobicyclo[3.1.0]hexane-2,6-dicarboxylate (350.00 g, 826.43 mmol) in toluene (2.95 L) is treated with 3,4-difluorobenzenethiol (172.49 g, 1.18 mol) and triethylamine (205.61 mL, 149.28 g, 1.48 mol) at 25° C. The mixture is stirred at 80° C. After twelve hours, the reaction was cooled to room temperature, washed sequentially with 2N aqueous NaOH (pH=10) and aqueous. 1N HCl (pH=4), dried over MgSO4, and concentrated in vacuo to yield a residue. Triturate the residue with hexane (1 L) and remove the solvent to yield the title compound (664 g, 100% yield).

1. waitAfter twelve hours
2. temperaturethe reaction was cooled to room temperature
3. washwashed sequentially with 2N aqueous NaOH (pH=10)
4. dry with material1N HCl (pH=4), dried over MgSO4
5. concentrationconcentrated in vacuo
6. customto yield a residue
7. customTriturate the residue with hexane (1 L)
8. customremove the solvent