Allopregnanolone → Allopregnane-3alpha,20beta-diol

HRID 232808

反応式

HRID 232808 の反応式
[OH:1][C@@H:2]1[CH2:21][CH2:20][C@@:19]2([CH3:22])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[CH2:17][CH2:16][C@@:15]2([CH3:23])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:14])[CH3:13])[CH2:3]1.[BH4-].[Na+]>CO.ClCCl>[OH:1][C@@H:2]1[CH2:21][CH2:20][C@@:19]2([CH3:22])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:18]2[CH2:17][CH2:16][C@@:15]2([CH3:23])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C@H:12]([OH:14])[CH3:13])[CH2:3]1

参加物

5

反応物 2

HCID 92786AllopregnanoloneHCID 4311764Sodium borohydride

生成物 1

HCID 22868516Allopregnane-3alpha,20beta-diol

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 3α-hydroxy-5α-pregnan-20-one (3.2g, 318.5 g/m, 10 mmol) in 160 mL of methanol and 30 mL of dichloromethane at room temperature was slowly added sodium borohydride (3.3 g, 37.8 g/m, 87 mmol) over a period of 2 h. The mixture was stirred for an additional hour and then poured into ice cold water (700 mL) and extracted three times with ether. The combined organic phase was washed several times with water, dried over magnesium sulfate and concentrated to a white solid (2.35 g, 320.5 g/m, 7.3 mmol, 73%).

後処理

  1. customat room temperature
  2. customof 2 h
  3. extractionextracted three times with ether
  4. washThe combined organic phase was washed several times with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to a white solid (2.35 g, 320.5 g/m, 7.3 mmol, 73%)

出典と根拠

ORDレコード
ord-736c3ce8e07940ef91b73f6ee677b435
出典データセット
uspto-grants-1997_01
特許番号
US05591733

関連ノート

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