17β-hydroxy-7α-(2'-oxo-acetyl)-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-lactone | 610785-46-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 17β-hydroxy-7α-(2'-oxo-acetyl)-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-lactone
• 英文别名: 17β-hydroxy-7α-(1',2'-dioxo-ethyl)pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone；8PJ9GK7FY9；2-[(7R,8R,10S,13S,14S,17R)-10,13-dimethyl-3,5'-dioxospiro[2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl]-2-oxoacetaldehyde
• CAS: 610785-46-1
• 化学式: C₂₄H₂₈O₅
• 分子量: 396.483
• InChiKey: LPYRZIIENXABSC-IUFLCPJJSA-N

物化性质

• 沸点：
  599.9±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  17β-hydroxy-7α-(2'-oxo-acetyl)-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-lactone 在 过氧乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 74.0h， 生成 9α,11α-epoxy-17β-hydroxypregn-4-en-3-one-7α,21-dicarboxylic acid γ-lactone
  参考文献：
  名称：

  Process to prepare eplerenone

  摘要：

  本发明涉及中间体，包括一种7α-取代类固醇（II），以及用于制备依普利酮（eplerenone）这种有用的药物的工艺。

  公开号：

  US20030232981A1
• 作为产物：
  描述：

  17β-hydroxy-7α-(5'-methyl-2'-furyl)-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone 在 盐酸 、 1,3-二溴-5,5-二甲基海因 、 氧气 、 potassium acetate 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 4.0h， 生成 17β-hydroxy-7α-(2'-oxo-acetyl)-3-oxo-pregna-4,9(11)-diene-21-carboxylic acid γ-lactone
  参考文献：
  名称：

  A New Approach to the Furan Degradation Problem Involving Ozonolysis of the trans-Enedione and Its Use in a Cost-Effective Synthesis of Eplerenone

  摘要：

  Whereas ozonization of furan 3a affords little or no carboxylic acid 5, ozonization of the corresponding trans-enedione 6 afforded carboxylic acid 5 in 82.4% yield (cryst., overall from furan, 100 g scale; after workup with dimethyl sulfide, followed by mildly basic hydrogen peroxide). This new approach to furan degradation is showcased in a cost-effective synthesis of eplerenone, an important new medicine for cardiovascular indications.

  DOI：

  10.1021/ol060503v

文献信息

• PROCESS TO PREPARE EPLERENONE
  申请人：Pharmacia & Upjohn Company LLC

  公开号：EP1487859B1

  公开（公告）日：2008-08-13
• Process to Prepare Eplerenone
  申请人：Pearlman Allen Bruce

  公开号：US20070100140A1

  公开（公告）日：2007-05-03

  The present invention involves intermediates, including a 7α-substituted steroid (II), and processes which are used to prepare eplerenone, a useful pharmaceutical agent.
• 7a-Furyl or thienyl-substituted steroid compounds
  申请人：Pearlman Allen Bruce

  公开号：US20070106072A1

  公开（公告）日：2007-05-10

  The present invention involves intermediates, including a 7α-substituted steroid (II), and processes which are used to prepare eplerenone, a useful pharmaceutical agent.
• 7alpha-biscarbonyl-substituted steroid compounds
  申请人：Pearlman Allen Bruce

  公开号：US20070123704A1

  公开（公告）日：2007-05-31

  The present invention involves intermediates, including a 7α-substituted steroid (II), and processes which are used to prepare eplerenone, a useful pharmaceutical agent.
• Processes to prepare eplerenone
  申请人：Pearlman Allen Bruce

  公开号：US20070129332A1

  公开（公告）日：2007-06-07

  The present invention involves intermediates, including a 7α-substituted steroid (II), and processes which are used to prepare eplerenone, a useful pharmaceutical agent.