反应详情

4-Nitro-2-(4-nitrobenzenesulfonyl)imidazole (200 mg) and N,N-dimethylformamide (0.57 ml) suspension of 2-methyl-2-oxiranylmethyl(S)-4-nitrobenzenesulfonate (183 mg), potassium carbonate (120 mg) and cesium fluoride (20 mg) were stirred at a room temperature for 1.5 days. Water and ethyl acetate were added to the reaction mixture, and organic layer was taken by separation. The ethyl acetate layer was washed with water and an aqueous solution being saturated with sodium chloride, then dried over anhydrous sodium sulfate. The residue obtained by removal of the solvent by distillation was purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate=11/9 to 1/1), there was obtained (R)-1-(2-methyl-2-oxiranylmethyl)-4-nitro-2-(4-nitrobenzenesulfonyl)imidazole (76 mg, yield: 31%) as white powdery product.

1. customwas taken by separation
2. washThe ethyl acetate layer was washed with water
3. dry with materialdried over anhydrous sodium sulfate
4. customThe residue obtained by removal of the solvent by distillation
5. customwas purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate=11/9 to 1/1)