Dihydrocholesterol → 3-Oxocholestane

HRID 842495

反応式

HRID 842495 の反応式
[CH3:1][C@@H:2]([C@@H:9]1[C@@:13]2([CH3:28])[CH2:14][CH2:15][C@@H:16]3[C@@:21]4([CH3:27])[CH2:22][CH2:23][C@H:24]([OH:26])[CH2:25][C@@H:20]4[CH2:19][CH2:18][C@H:17]3[C@@H:12]2[CH2:11][CH2:10]1)[CH2:3][CH2:4][CH2:5][CH:6]([CH3:8])[CH3:7]>C(OCC)C.[Os](=O)(=O)(=O)=O>[CH3:8][CH:6]([CH2:5][CH2:4][CH2:3][C@H:2]([C@@H:9]1[C@:13]2([CH3:28])[C@H:12]([C@H:17]3[C@H:16]([CH2:15][CH2:14]2)[C@:21]2([CH3:27])[CH:20]([CH2:25][C:24](=[O:26])[CH2:23][CH2:22]2)[CH2:19][CH2:18]3)[CH2:11][CH2:10]1)[CH3:1])[CH3:7]

参加物

4

反応物 1

HCID 6665Dihydrocholesterol

生成物 1

HCID 108835733-Oxocholestane収率 90%

試薬・触媒・溶媒 2

HCID 30318Osmium Tetroxide触媒HCID 3283Diethyl Ether溶媒

反応条件

温度
25 °C

実験手順

2.5 Millimole of 3β-cholestanol was dissolved in 50 ml of diethyl ether, and MCOsOx containing osmium tetroxide in an amount equivalent to 2.5 mmol was added thereto, followed by stirring at 25° C. for 30 hours to cause a reaction to take place. MCOsOx was removed from the reaction solution, and a crude keto compound was recovered from the filtrate and purified by silica gel column chromatography (eluent:benzene) to give 3-cholestanon at a yield of 90%.

後処理

  1. additionwas added
  2. customa reaction
  3. customMCOsOx was removed from the reaction solution
  4. customa crude keto compound was recovered from the filtrate
  5. custompurified by silica gel column chromatography (eluent:benzene)

出典と根拠

ORDレコード
ord-494ce304ac974530a2dfaf1a4fa9e2dd
出典データセット
uspto-grants-2002_04
特許番号
US06376419B1

関連ノート

読み込み中…