反应详情

温度

70 °C

Add 4H-1,2,4-triazole-3-thiol (0.59 g, 5.87 mmol) and potassium carbonate (0.81 g, 5.87 mmol) to a solution of bis[(2-fluorophenyl)methyl](1S,2S,4S,5R,6R)-2-(tert-butoxy carbonylamino)-4-(p-tolylsulfonyloxy)bicyclo[3.1.0]hexane-2,6-dicarboxylate (2.63 g, 3.92 mmol) in dry N,N-dimethylformamide (15.66 mL). Heat the resulting mixture at 70° C. under nitrogen in a sealed tube and maintain stirring overnight. Quench with water and dilute with ethyl acetate. Wash the organic layer with citric acid solution (10% in water), brine. Dry over sodium sulfate, filter and concentrate to give the crude material as a pale brown oil (2.3 g). Purify by flash chromatography eluting with ethyl acetate:hexane (30:70 to 70:30) to give the title product as a colorless oil (1.84 g, 3.06 mmol). MS (m/z): 601 (M+1), 623 (M+23).

1. temperaturemaintain
2. customQuench with water
3. additiondilute with ethyl acetate
4. washWash the organic layer with citric acid solution (10% in water), brine
5. dry with materialDry over sodium sulfate
6. filtrationfilter
7. concentrationconcentrate
8. customto give the crude material as a pale brown oil (2.3 g)
9. customPurify by flash chromatography
10. washeluting with ethyl acetate:hexane (30:70 to 70:30)