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Sodium periodate → 3,3-(Ethylenedioxy)-11beta-[4'-(methylsulfinyl)[1,1'-biphenyl]-4-yl]-5-estren-17-one

HRID 1654423
ノート
印刷プレビュー

反応式

HRID 1654423 の反応式
[CH2:1]1[CH2:37][O:36][C:3]2([CH2:20][CH2:19][C@H:18]3[C:5](=[CH:6][CH2:7][C@@H:8]4[C@@H:17]3[C@@H:16]([C:21]3[CH:26]=[CH:25][C:24]([C:27]5[CH:32]=[CH:31][C:30]([S:33][CH3:34])=[CH:29][CH:28]=5)=[CH:23][CH:22]=3)[CH2:15][C@@:13]3([CH3:14])[C@H:9]4[CH2:10][CH2:11][C:12]3=[O:35])[CH2:4]2)[O:2]1.I([O-])(=O)(=O)=[O:39].[Na+]>O1CCCC1.CO.O>[CH2:37]1[CH2:1][O:2][C:3]2([CH2:20][CH2:19][C@H:18]3[C:5](=[CH:6][CH2:7][C@@H:8]4[C@@H:17]3[C@@H:16]([C:21]3[CH:26]=[CH:25][C:24]([C:27]5[CH:28]=[CH:29][C:30]([S:33]([CH3:34])=[O:39])=[CH:31][CH:32]=5)=[CH:23][CH:22]=3)[CH2:15][C@@:13]3([CH3:14])[C@H:9]4[CH2:10][CH2:11][C:12]3=[O:35])[CH2:4]2)[O:36]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 23667635Sodium periodateHCID 677883793,3-(Ethylenedioxy)-11beta-[4'-(methylthio)[1,1'-biphenyl]-4-yl]-5-estren-17-one

生成物 1

HCID 677891703,3-(Ethylenedioxy)-11beta-[4'-(methylsulfinyl)[1,1'-biphenyl]-4-yl]-5-estren-17-one収率 67.9%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

494 mg of 3,3-(ethylenedioxy)-11β-[4'-(methylthio)[1,1'-biphenyl]-4-yl]-5-estren-17-one is dissolved in a mixture of 6 ml of tetrahydrofuran, 6 ml of methanol and 2 ml of water and mixed with 924 mg of sodium periodate. The reaction mixture is stirred at room temperature overnight, then filtered on Celite and the filtrate is diluted with ethyl acetate. The organic phase is washed with saturated sodium bicarbonate solution, dried on sodium sulfate and concentrated by evaporation in a vacuum. After chromatography of the residue on silica gel with a mixture of hexane/ethyl acetate, 346 mg of the title compound is obtained as white foam.

後処理

  1. filtrationfiltered on Celite
  2. additionthe filtrate is diluted with ethyl acetate
  3. washThe organic phase is washed with saturated sodium bicarbonate solution
  4. customdried on sodium sulfate
  5. concentrationconcentrated by evaporation in a vacuum
  6. additionAfter chromatography of the residue on silica gel with a mixture of hexane/ethyl acetate

出典と根拠

ORDレコード
ord-a8d1fc59484c435c96448e6043773fbb
出典データセット
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05405979

反応ノート

読み込み中…

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