反应详情

To a stirred solution of 5-(methylthio)-1H-tetrazole (300 mg; Aldrich Chemical Company, Inc., Milwaukee, Wis.) in THF (15 mL) and water (15 mL) was added potassium peroxomonosulfate (Oxone®, DuPont Specialty Chemicals, Deepwater, N.J., USA) (3.18 g). After stirring at room temperature for five days, the reaction mixture was filtered and the filtercake was washed with THF. The filtrate was concentrated under reduced pressure. Crude NMR showed this to be a mixture of desired product and starting material, so the mixture was taken up in methanol and treated with potassium peroxomonosulfate (Oxone®, DuPont Specialty Chemicals, Deepwater, N.J., USA). After stirring at room temperature for five days, the reaction mixture was filtered and the filtercake was washed with methanol. The filtrate was concentrated under reduced pressure to afford 0.400 g of impure (I-11a) as a solid which was used in the next step without purification; m/z 146.9 (M−H)−.

1. filtrationthe reaction mixture was filtered
2. washthe filtercake was washed with THF
3. concentrationThe filtrate was concentrated under reduced pressure
4. additiona mixture of desired product
5. additiontreated with potassium peroxomonosulfate (Oxone®, DuPont Specialty Chemicals, Deepwater, N.J., USA)
6. stirringAfter stirring at room temperature for five days
7. filtrationthe reaction mixture was filtered
8. washthe filtercake was washed with methanol
9. concentrationThe filtrate was concentrated under reduced pressure
10. customto afford 0.400 g of impure (I-11a) as a solid which
11. customwas used in the next step without purification