反应 #42655

反应方程式

(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

收率 57.9%

溶剂

—

pre-mixed solution

methanol chloroform

反应条件

后处理

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

实验过程

(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.

来源