تفاعل #3122

معادلة التفاعل

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

المردود 14.0%

المذيبات

acetone

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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%).

المصدر