反应详情

After adding 7.20 g of AD-mix-β to 60 ml of 50% aqueous tert-butanol, a solution of 1.00 g of 2-tert-butoxy-6-vinylpyrazine in tert-butanol (5 ml) was added and the mixture was stirred overnight at room temperature. Next, 8.40 g of sodium sulfite was added to the reaction solution, the mixture was stirred at room temperature for 1 hour, and then water was added and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was dissolved in 40 ml of methanol, an aqueous solution of 2.35 g of sodium periodate (20 ml) was added while stirring on ice, and stirring was continued at room temperature for 40 minutes. Water was added to the reaction solution, and extraction was performed with ethyl acetate. The extract was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (954 mg, 96% yield).

1. stirringthe mixture was stirred at room temperature for 1 hour
2. extractionextraction
3. washThe organic layer was washed with water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. dissolutionThe residue was dissolved in 40 ml of methanol
7. additionan aqueous solution of 2.35 g of sodium periodate (20 ml) was added
8. stirringwhile stirring on ice
9. stirringstirring
10. waitwas continued at room temperature for 40 minutes
11. additionWater was added to the reaction solution, and extraction
12. washThe extract was washed with water and saturated brine
13. dry with materialdried over anhydrous magnesium sulfate
14. distillationthe solvent was distilled off under reduced pressure
15. customThe residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate)