(13E)-(5RS,6RS,9alpha,11alpha,15S)-5-Bromo-6,9-epoxy-11,15-dihydroxyprost-13-enoic acid methyl ester → (5RS,6RS,9alpha,11alpha,15S)-5-Bromo-6,9-epoxy-11,15-dihydroxyprostanoic acid methyl ester
반응식
[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH:7]([Br:26])[CH:8]1[O:25][C@H:11]2[CH2:12][C@@H:13]([OH:24])[C@H:14](/[CH:15]=[CH:16]/[C@@H:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C@H:10]2[CH2:9]1.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH:7]([Br:26])[CH:8]1[O:25][C@H:11]2[CH2:12][C@@H:13]([OH:24])[C@H:14]([CH2:15][CH2:16][C@@H:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C@H:10]2[CH2:9]1참가 물질
5
반응물 2
생성물 1
시약·촉매·용매 2
실험 절차
350 mg of (13E)-(5RS,6RS,9α,11α,15S)-5-bromo-6,9-epoxy-11,15-dihydroxyprost-13-enoic acid methyl ester (prepared as described in Example 2) were hydrogenated at a pressure of one atmosphere in 6 ml of ethanol containing 120 mg of 5% palladium on charcoal at room temperature. The reduction was stopped after the absorption of one equivalent of hydrogen. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (1:1) as eluent to give 210 mg of the title compound having the following physical characteristics:
후처리
- customThe catalyst was removed by filtration
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was purified by column chromatography on silica gel using
- additiona mixture of cyclohexane and ethyl acetate (1:1) as eluent
출처 및 근거
- ORD 기록
- ord-c065c92861cb4a57a89bd37bcf465c14
- 출처 데이터셋
- uspto-grants-1983_08
- 특허 번호
- US04399147
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