21-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trione → 21-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione

HRID 918058ノート

反応式

HRID 918058 の反応式
[C:1]([CH2:3][CH2:4][O:5][CH2:6][C:7](=[O:29])[C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([C:23](=[O:27])[CH2:24]2)[C@:20]2([CH3:21])[C@H:15]([CH2:16][C:17](=[O:28])[CH2:18][CH2:19]2)[CH2:14][CH2:13]3)[CH2:10][CH2:9]1)#[N:2]>O.Cl.Cl.Cl[Ir](Cl)(Cl)Cl>[C:1]([CH2:3][CH2:4][O:5][CH2:6][C:7](=[O:29])[C@@H:8]1[C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([C:23](=[O:27])[CH2:24]2)[C@:20]2([CH3:21])[C@H:15]([CH2:16][C@H:17]([OH:28])[CH2:18][CH2:19]2)[CH2:14][CH2:13]3)[CH2:10][CH2:9]1)#[N:2]

参加物

3

反応物 1

HCID 2279148021-(2'-Cyanoethoxy)-5alpha-pregnane-3,11,20-trione

生成物 1

HCID 2279147921-(2'-Cyanoethoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione収率 0.2%

試薬・触媒・溶媒 1

HCID 16211483Tetrachloroiridium--hydrogen chloride--water (1/2/1)触媒

実験手順

The product, crude 21-(2'-cyanoethoxy)-5α-pregnane-3,11,20-trione (0;80 g.) was treated with chloroiridic acid solution (24 ml.). The mixture was refluxed for 24 hours cooled and partitioned between water and ether. The organic layer was washed with saturated aqueous sodium bicarbonate, water, dried (Na2SO4) and evaporated. The residue was subjected to preparative t.l.c. EtOAc, petrol (1:1) to give title compound (0.2 g.) as a white foam, [α]D + 85° (c 1.1).

後処理

  1. temperatureThe mixture was refluxed for 24 hours
  2. temperaturecooled
  3. custompartitioned between water and ether
  4. washThe organic layer was washed with saturated aqueous sodium bicarbonate, water
  5. dry with materialdried (Na2SO4)
  6. customevaporated

出典と根拠

ORDレコード
ord-4b63a3f388e649d4be7738fa6366b288
出典データセット
uspto-grants-1976_07
特許番号
US03969345

反応ノート

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