反应详情

To a solution of 3.00 g of 5'-O-acetyl-3'-O-benzyl-2'-deoxy-5-fluorouridine in 100 ml of dry dioxane were added 2.40 g of isophthaloyl chloride and 8.5 ml of triethylamine, and the mixture was refluxed for 2 hours. Then, to the reaction mixture were added 5 ml of methanol and a suspension of 9.60 ml of triethylamine in 100 ml of dry dioxane, and the mixture was refluxed for 2 hours. The insolubles were removed by filtration and the filtrate was concentrated. The residue was dissolved in 100 ml of ethyl acetate, and the solution was washed twice with 30 ml of saturated aqueous solution of sodium chloride. The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated. The residue was placed on a silica gel column to conduct a gradient elution using chloroform and mixtures of methanol (up to 2%) and chloroform. The fractions corresponding to the title compound were collected and concentrated to dryness, giving the title compound as a powder in a yield of 69%.

1. temperaturethe mixture was refluxed for 2 hours
2. temperaturethe mixture was refluxed for 2 hours
3. customThe insolubles were removed by filtration
4. concentrationthe filtrate was concentrated
5. dissolutionThe residue was dissolved in 100 ml of ethyl acetate
6. washthe solution was washed twice with 30 ml of saturated aqueous solution of sodium chloride
7. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
8. concentrationconcentrated
9. washa gradient elution
10. customThe fractions corresponding to the title compound were collected
11. concentrationconcentrated to dryness