p-Toluenesulfonic acid → Ganaxolone

HRID 2253825노트

반응식

HRID 2253825 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 6918305Ganaxolone

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3d6e5685c5db415e898194c201cf290a
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05232917

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