Apocholic acid → HCID 67857083、化合物

HRID 1587033ノート

反応式

HRID 1587033 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH:7][C@@H:8]1[CH2:31][CH2:30][C@@:29]2([CH3:32])[C@H:10]([CH2:11][CH2:12][C:13]3[C@@H:28]2[CH2:27][C@H:26]([OH:33])[C@@:25]2([CH3:34])[C:14]=3[CH2:15][CH2:16][C@@H:17]2[C@H:18]([CH3:24])[CH2:19][CH2:20][C:21](O)=[O:22])[CH2:9]1>O1CCCC1>[OH:7][C@@H:8]1[CH2:31][CH2:30][C@@:29]2([CH3:32])[C@H:10]([CH2:11][CH2:12][C:13]3[C@@H:28]2[CH2:27][C@H:26]([OH:33])[C@@:25]2([CH3:34])[C:14]=3[CH2:15][CH2:16][C@@H:17]2[C@H:18]([CH3:24])[CH2:19][CH2:20][CH2:21][OH:22])[CH2:9]1

参加物

4

反応物 2

HCID 101818Apocholic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 67857083HCID 67857083、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A mixture of lithium aluminum hydride (6.7 g) in tetrahydrofuran (50 ml) is cooled to 0° C. and a solution of 3α, 12α-dihydroxy-5β-chol-8(14)-en-24-oic acid (15.3 g) in tetrahydrofuran (350 ml) is added to dropwise. The mixture is warmed to room temperature, stirred for about 17 hours, and quenched by dropwise addition of water (6.7 ml), 15% sodium hydroxide solution (6.7 ml), and water (6.7 ml). The mixture is filtered, washing the alumina salts with 20% ethanol in ethyl acetate, and the filtrate concentrated in vacuo to give the desired product which is used, without further treatment, for the next step.

後処理

  1. temperatureThe mixture is warmed to room temperature
  2. customquenched by dropwise addition of water (6.7 ml), 15% sodium hydroxide solution (6.7 ml), and water (6.7 ml)
  3. filtrationThe mixture is filtered
  4. washwashing the alumina salts with 20% ethanol in ethyl acetate
  5. concentrationthe filtrate concentrated in vacuo

出典と根拠

ORDレコード
ord-667cda3d3dc2435fb6b69a38e40ce521
出典データセット
uspto-grants-1993_06
特許番号
US05216015

反応ノート

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