تفاعل #42655

معادلة التفاعل

(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

المردود 57.9%

المذيبات

—

pre-mixed solution

methanol chloroform

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solution was then partitioned between ethyl acetate and water
2. 2
   غسيلthe organic phase was washed with water (twice) and brine
3. 3
   تجفيفdried over Na2SO4
4. 4
   ترشيحFiltration and evaporation under vacuum
5. 5
   أخرىgave a white film which
6. 6
   أخرىwas purified by preparative thin layer chromatography on silica gel
7. 7
   غسيلeluting with ethyl acetate/hexane/dichloromethane/methanol (95:95:95:15)

الإجراء التجريبي

(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.

المصدر