17beta,19-Dihydroxy-1alphamethyl-4-androsten-3-one → 17beta,19-Dihydroxy-1alpha-methyl-5-androsten-3-one

HRID 1390732ノート

反応式

HRID 1390732 の反応式
[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:19]([CH2:20][CH2:21][C@:3]12[CH3:4])[C@:16]1([CH2:17][OH:18])[C:11](=[CH:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])[CH2:10][CH2:9]3.CC(C)([O-])C.[K+]>CS(C)=O>[OH:1][C@H:2]1[CH2:7][CH2:6][C@H:5]2[C@H:8]3[C@H:19]([CH2:20][CH2:21][C@:3]12[CH3:4])[C@:16]1([CH2:17][OH:18])[C:11]([CH2:12][C:13](=[O:23])[CH2:14][C@@H:15]1[CH3:22])=[CH:10][CH2:9]3

参加物

4

反応物 2

HCID 2279742517beta,19-Dihydroxy-1alphamethyl-4-androsten-3-oneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 7060471217beta,19-Dihydroxy-1alpha-methyl-5-androsten-3-one

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒2 回

実験手順

A solution of 17β,19-dihydroxy-1α-methyl-4-androsten-3-one in dimethylsulfoxide is added to a solution of potassium t-butoxide in dimethylsulfoxide precooled to 20° C. The reaction mixture is stirred under nitrogen for 10 minutes at room temperature and then poured onto ice cold aqueous ammonium chloride solution with vigorous stirring. The precipitate is rapidly filtered under vacuum, washed well with water and air dried. Crystallization of this residue from an acetone-hexane solution furnishes pure 17β,19-dihydroxy-1α-methyl-5-androsten-3-one.

後処理

  1. customprecooled to 20° C
  2. additionpoured onto ice cold aqueous ammonium chloride solution with vigorous stirring
  3. filtrationThe precipitate is rapidly filtered under vacuum
  4. washwashed well with water and air
  5. customdried
  6. customCrystallization of this residue from an acetone-hexane solution

出典と根拠

ORDレコード
ord-79d87f6484d3466f8b927b2e5d91208a
出典データセット
uspto-grants-1979_02
特許番号
US04139617

反応ノート

読み込み中…