反应详情

温度

40 °C

A mixture of tert-butyl-1-(benzoylcarbamothioyl)-6a-phenyl-3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate (2.3 g, 5.1 mmol), acetic acid (20 mL), and powdered zinc (3.3 g, 50 mmol) is vigorously stirred at 40° C. for 1 hour, followed by an additional hour at 45-50° C. The reaction is concentrated under reduced pressure. To the residue is added diatomaceous earth and water, followed by a saturated solution of sodium bicarbonate. The mixture is filtered and washed with ethyl acetate. The filtrate is extracted with ethyl acetate. The organic layers are combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give a residue. The residue is purified by silica gel flash chromatography, eluting with hexane/ethyl acetate (1:0) to hexane/ethyl acetate (0:1) to give the title compound (1.6 g, 70%). ES/MS (m/e): 456 (M+H).

1. waitfollowed by an additional hour at 45-50° C
2. concentrationThe reaction is concentrated under reduced pressure
3. additionTo the residue is added diatomaceous earth and water
4. filtrationThe mixture is filtered
5. washwashed with ethyl acetate
6. extractionThe filtrate is extracted with ethyl acetate
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customto give a residue
11. customThe residue is purified by silica gel flash chromatography
12. washeluting with hexane/ethyl acetate (1:0) to hexane/ethyl acetate (0:1)