p-Toluenesulfonic acid → Ganaxolone

HRID 2253825ノート

反応式

HRID 2253825 の反応式
[OH:1][C@:2]1([CH3:27])[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12]2(OCC[O:14]2)[CH3:13])[CH2:3]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[OH:1][C@:2]1([CH3:27])[CH2:24][CH2:23][C@@:22]2([CH3:25])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:21]2[CH2:20][CH2:19][C@@:18]2([CH3:26])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:14])[CH3:13])[CH2:3]1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 695675983alpha-Hydroxy-3beta-methyl-20,20-ethylenedioxy-5alpha-pregnane

生成物 1

HCID 6918305Ganaxolone

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution of 3α-hydroxy-3β-methyl-20,20-ethylenedioxy-5α-pregnane and p-toluene sulfonic acid (catalytic) in wet acetone was heated at reflux overnight. The reaction was concentrated in vacuo and taken up in chloroform. The organic phase was washed with sodium bicarbonate, dried over magnesium sulfate, concentrated, and recrystallized from methanol to give the titled compound.

後処理

  1. temperatureat reflux overnight
  2. concentrationThe reaction was concentrated in vacuo
  3. washThe organic phase was washed with sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-3d6e5685c5db415e898194c201cf290a
出典データセット
uspto-grants-1993_08
特許番号
US05232917

反応ノート

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