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

HRID 918059ノート

反応式

HRID 918059 の反応式
[Cl:1][CH2:2][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>O.Cl.Cl.Cl[Ir](Cl)(Cl)Cl>[Cl:1][CH2:2][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

参加物

3

反応物 1

HCID 2279148521-(3'-Chloropropoxy)-5alpha-pregnane-3,11,20-trione

生成物 1

HCID 2279148421-(3'-Chloropropoxy)-3alpha-hydroxy-5alpha-pregnane-11,20-dione収率 48.9%

試薬・触媒・溶媒 1

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

実験手順

The less polar residue, crude 21-(3'-chloropropoxy)-5α-pregnane-3,11,20-trione (1.1 g.) was treated with `stock` chloroiridic acid solution. The mixture was then refluxed for 24 hours, cooled and partitioned between water and ether. The organic layer was washed with water, dried (Na2SO4) and evaporated. The residue was subjected to preparative t.l.c. EtOAc/petrol 1:1 to give title compound (0.54 g.) as a white foam, [α]D + 73° (c 1.3).

後処理

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

出典と根拠

ORDレコード
ord-597d44c9671e4854969dedbacdbf017a
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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