Allopregnanolone → Allopregnane-3alpha,20beta-diol

HRID 232808

반응식

HRID 232808 반응식
[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

참가 물질

5

반응물 2

HCID 92786AllopregnanoloneHCID 4311764Sodium borohydride

생성물 1

HCID 22868516Allopregnane-3alpha,20beta-diol

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-736c3ce8e07940ef91b73f6ee677b435
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591733

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