(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
反応式
[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]1参加物
5
反応物 2
生成物 1
試薬・触媒・溶媒 2
実験手順
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:
後処理
- 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
出典と根拠
- ORDレコード
- ord-c065c92861cb4a57a89bd37bcf465c14
- 出典データセット
- uspto-grants-1983_08
- 特許番号
- US04399147
反応ノート
読み込み中…