반응 #42656

반응 방정식

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

potassium carbonate

→

title compound

수율 60.2%

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

수율 60.2%

용매

tetrahydrofuran

methanol

methanol water

반응 조건

후처리

1. 1
   기타the solution was partitioned between ethyl acetate and water
2. 2
   세척the organic layer was washed with water (twice) and brine
3. 3
   건조dried over Na2SO4
4. 4
   여과The solution was filtered
5. 5
   기타evaporated in vacuo
6. 6
   기타to give an oil which
7. 7
   기타was purified by preparative thin layer chromatography on silica gel
8. 8
   세척eluting with ethyl acetate/hexane/dichloromethane/methanol (3:3:3:1)

실험 절차

To a solution of (11β,16β)-21-(acetyloxy)-9-fluoro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-dien-17-yl propylcarbamate (8.5 mg, 0.016 mmol) in 0.3 mL of tetrahydrofuran and 0.1 mL of methanol was added 0.030 mL of a 0.1M solution of potassium carbonate in methanol/water (9:1). After 10 minutes at room temperature, the solution was partitioned between ethyl acetate and water and the organic layer was washed with water (twice) and brine and dried over Na2SO4. The solution was filtered and evaporated in vacuo to give an oil which was purified by preparative thin layer chromatography on silica gel, eluting with ethyl acetate/hexane/dichloromethane/methanol (3:3:3:1), to yield 4.6 mg of the title compound as a semi-solid.

출처