반응 #3122

반응 방정식

hydrochloric acid

Methyl(11R,12S,13E,15S,17S)-9-butyloxy-11,15-dihydroxy-17,20-dimethyl-7-thiaprosta-8,13-dienoate

phosphate

ammonium sulfate

→

(11R,12S,13E,15S,17S)-9-butyloxy-11,15-dihydroxy-17,20-dimethyl-7-thiaprosta-8,13-dienoic acid

수율 14.0%

용매

acetone

반응 조건

후처리

1. 1
   workup.ADDITIONFurther esterase (from porcine liver made by Sigma Co., 114 μl) was added
2. 2
   온도cooled
3. 3
   추출The mixture was extracted by ethyl acetate
4. 4
   기타the extract was dried
5. 5
   농축was concentrated under reduced pressure
6. 6
   기타The concentrate was purified by thin layer chromatography (developing solvent: ethyl acetate, Rf=0.2)

실험 절차

Methyl(11R,12S,13E,15S,17S)-9-butyloxy-11,15-dihydroxy-17,20-dimethyl-7-thiaprosta-8,13-dienoate (51 mg, 0.11 mmol) was dissolved in acetone (1 ml). To this solution was added a pH 8 phosphate buffer (10 ml). Further esterase (from porcine liver made by Sigma Co., 114 μl) was added and the mixture was stirred at room temperature for five hours. Further in a state with methyl ester remaining, the reaction solution was ice cooled, was made pH 4 by dilute hydrochloric acid, and was saturated by ammonium sulfate. The mixture was extracted by ethyl acetate, the extract was dried, then was concentrated under reduced pressure. The concentrate was purified by thin layer chromatography (developing solvent: ethyl acetate, Rf=0.2) to obtain (11R,12S,13E,15S,17S)-9-butyloxy-11,15-dihydroxy-17,20-dimethyl-7-thiaprosta-8,13-dienoic acid (7 mg, 14%).

출처