反应详情

温度

-78 °C

200 mg of (2RS,3SR)-2-acetoxy-3-(3-benzyloxy-4-phenoxyphenyl)-5-phenylpentane was dissolved in 5 ml of methylene chloride, and 0.2 ml of boron tribromide was added under cooling to -78° C., followed by stirring at the same temperature for 3 hours. Then, the temperature was gradually brought to 0° C. The reaction solution was poured into a saturated sodium hydrogen carbonate aqueous solution and extracted with ethyl acetate and then washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The drying agent was filtered off, and then, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1), to obtain 161 mg (yield: 85%) of the above identified compound as a colorless oily substance.

1. customwas gradually brought to 0° C
2. extractionextracted with ethyl acetate
3. washwashed with a saturated sodium chloride aqueous solution
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe drying agent was filtered off
6. distillationthe solvent was distilled off under reduced pressure
7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1)
8. customto obtain 161 mg (yield: 85%) of the