Potassium Hydroxide → 22,29-EPOXY-3,29-DIHYDROXY-14beta-STIGMASTAN-15-ONE

HRID 48958

反応式

HRID 48958 の反応式
[O:1]1[CH:6]([OH:7])[CH2:5][C@@H:4]([CH:8]([CH3:10])[CH3:9])[CH2:3][CH:2]1[C@H:11]([C@@H:13]1[C@:30]2([CH3:31])[C@H:16]([C@H:17]3[C@H:27]([CH2:28][CH2:29]2)[C@:25]2([CH3:26])[CH:20]([CH2:21][CH:22]([OH:32])[CH2:23][CH2:24]2)[CH2:19][CH2:18]3)[C:15](=[O:33])[CH2:14]1)[CH3:12].[OH-].[K+]>CO>[O:1]1[CH:6]([OH:7])[CH2:5][C@@H:4]([CH:8]([CH3:10])[CH3:9])[CH2:3][CH:2]1[C@H:11]([C@@H:13]1[C@:30]2([CH3:31])[C@@H:16]([C@H:17]3[C@H:27]([CH2:28][CH2:29]2)[C@:25]2([CH3:26])[CH:20]([CH2:21][CH:22]([OH:32])[CH2:23][CH2:24]2)[CH2:19][CH2:18]3)[C:15](=[O:33])[CH2:14]1)[CH3:12]

参加物

4

実験手順

Epimerization of compound 248 at the C14 position using KOH in MeOH yields 22,29-epoxy-3,29-dihydroxy-14β-stigmastan-15-one (260). Compound 248 is dissolved in MeOH and a solution of KOH in MeOH (25 mg/ml) is added. The mixture is refluxed for 15 minutes then cooled to room temperature. Water is added and the aqueous slurry is extracted with chloroform and then dried over MgSO4. Filtration and concentration gives the crude product that contains an epimeric mixture of compounds 248 and 260. Separation of 248 and 260 is achieved using column chromatography.

出典と根拠

ORDレコード
ord-fb8b473e4cc04ca99f6ff93f6ada0203
出典データセット
uspto-grants-2004_03
特許番号
US06706701B1

関連ノート

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