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

HRID 918059노트

반응식

HRID 918059 반응식
[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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

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

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-597d44c9671e4854969dedbacdbf017a
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03969345

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