Hydrogen Peroxide → 1alpha,2alpha-Epoxy-21,21-dimethoxy-20-methylpregna-4,6-dien-3-one

HRID 1196351ノート

反応式

HRID 1196351 の反応式
[CH3:1][O:2][CH:3]([O:26][CH3:27])[CH:4]([CH3:25])[C@@H:5]1[C@:22]2([CH3:23])[C@H:8]([C@H:9]3[C@H:19]([CH2:20][CH2:21]2)[C@:17]2([CH3:18])[C:12](=[CH:13][C:14](=[O:24])[CH:15]=[CH:16]2)[CH:11]=[CH:10]3)[CH2:7][CH2:6]1.[OH-:28].[Na+].OO>CO>[O:28]1[C@H:15]2[C:14](=[O:24])[CH:13]=[C:12]3[C@:17]([CH3:18])([C@@H:16]12)[C@@H:19]1[C@H:9]([C@H:8]2[C@:22]([CH3:23])([CH2:21][CH2:20]1)[C@@H:5]([CH:4]([CH3:25])[CH:3]([O:2][CH3:1])[O:26][CH3:27])[CH2:6][CH2:7]2)[CH:10]=[CH:11]3

参加物

5

反応物 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 5391922421,21-Dimethoxy-20-methylpregna-1,4,6-trien-3-one

生成物 1

HCID 540033941alpha,2alpha-Epoxy-21,21-dimethoxy-20-methylpregna-4,6-dien-3-one収率 75%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 2.00 g (5.4 mmoles) of 21,21-dimethoxy-20-methylpregna-1,4,6-trien-3-one in 70 ml of methanol were added a 10 wt % solution of sodium hydroxide in methanol (0.55 ml) and 3.04 ml of a 30 wt. % aqueous solution of hydrogen peroxide (containing 29.8 mmoles of hydrogen peroxide) and the mixture was stirred at room temperature for 14 hours. The reaction mixture was worked up in the same manner as Example 6 to recover 1.56 g of 1α,2α-epoxy-21,21-dimethoxy-20-methylpregna-4,6-dien-3-one (yield: 75%).

出典と根拠

ORDレコード
ord-90129d85df064de692f74da5d323b97d
出典データセット
uspto-grants-1992_05
特許番号
US05112998

反応ノート

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