反应详情

To a 4 ml tetrahydrofuran solution of 150 mg (0.425 mmol) of the compound obtained in Example 44, 71 μl (0.829 mmol) of 2-chloroethyl isocyanate was added, and the mixture was stirred at room temperature for 20 hours. Then, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate, followed by distilling off the solvent under reduced pressure. To the residue, 4 ml of ethanol and 2 ml of a 1M aqueous solution of sodium hydroxide were added, and the mixture was stirred at room temperature for 15 hours. Then, the reaction mixture was neutralized with a 1M aqueous solution of hydrochloric acid, and extracted with chloroform. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=1/1) to obtain 95 mg (53%) of the captioned compound.

1. extractionthe mixture was extracted with chloroform
2. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
3. dry with materialdried over anhydrous sodium sulfate
4. distillationby distilling off the solvent under reduced pressure
5. additionTo the residue, 4 ml of ethanol and 2 ml of a 1M aqueous solution of sodium hydroxide were added
6. stirringthe mixture was stirred at room temperature for 15 hours
7. extractionextracted with chloroform
8. washThe organic layer was washed with water
9. dry with materialAfter the washed layer was dried over anhydrous sodium sulfate
10. distillationthe solvent was distilled off under reduced pressure
11. customThe residue was purified by silica gel column chromatography (chloroform/methanol=1/1)