反応 #42655

反応方程式

(11β,16β)-21-(acetyloxy)-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl (1R)-1-phenylethylcarbamate

→

(11β,16β)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl (1R)-1-phenylethylcarbamate

収率 57.9%

溶媒

—

pre-mixed solution

methanol chloroform

反応条件

後処理

1. 1
   その他The solution was then partitioned between ethyl acetate and water
2. 2
   洗浄the organic phase was washed with water (twice) and brine
3. 3
   乾燥dried over Na2SO4
4. 4
   ろ過Filtration and evaporation under vacuum
5. 5
   その他gave a white film which
6. 6
   その他was purified by preparative thin layer chromatography on silica gel
7. 7
   洗浄eluting with ethyl acetate/hexane/dichloromethane/methanol (95:95:95:15)

実験手順

(11β,16β)-21-(acetyloxy)-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl (1R)-1-phenylethylcarbamate (42 mg, 0.064 mmol) was dissolved in 1.25 mL of a pre-mixed solution of methanol/chloroform/6N HCl (10:2:1) and stirred at room temperature for 24.5 hours. The solution was then partitioned between ethyl acetate and water and the organic phase was washed with water (twice) and brine and dried over Na2SO4. Filtration and evaporation under vacuum gave a white film which was purified by preparative thin layer chromatography on silica gel, eluting with ethyl acetate/hexane/dichloromethane/methanol (95:95:95:15), to yield 20 mg of (11β,16β)-9-fluoro-11,21-dihydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl (1R)-1-phenylethylcarbamate as a white solid.

出典