9(11)α-epoxy-17β-hydroxy-7α-(5'-methyl-2'-furyl)-3-oxo-pregn-4-ene-21-carboxylic acid γ-lactone

• 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: 9(11)α-epoxy-17β-hydroxy-7α-(5'-methyl-2'-furyl)-3-oxo-pregn-4-ene-21-carboxylic acid γ-lactone
• 英文别名: 9α,11α-epoxy-17β-hydroxy-7α-(5'-methyl-2'-furyl)-pregn-4-en-3-one-21-carboxylic acid γ-lactone；(1R,2S,9R,10R,11S,14R,15S,17R)-2,15-dimethyl-9-(5-methylfuran-2-yl)spiro[18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadec-6-ene-14,5'-oxolane]-2',5-dione
• 化学式: C₂₇H₃₂O₅
• 分子量: 436.548
• InChiKey: OPWVIGNWYZGKGG-CIMBCGPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  69
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲基呋喃 、 9(11)α-epoxycanrenone 在 乙醇 、 三氟化硼乙醚 作用下， 以 硝基甲烷 为溶剂， 反应 24.0h， 生成 9(11)α-epoxy-17β-hydroxy-7α-(5'-methyl-2'-furyl)-3-oxo-pregn-4-ene-21-carboxylic 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

文献信息

• A New Approach to the Furan Degradation Problem Involving Ozonolysis of the <i>trans</i>-Enedione and Its Use in a Cost-Effective Synthesis of Eplerenone
  作者：Bruce A. Pearlman、Amphlett G. Padilla、John T. Hach、Jeffrey L. Havens、Muniraj D. Pillai

  DOI：10.1021/ol060503v

  日期：2006.5.1

  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.
• 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.
• US7235655B2
  申请人：——

  公开号：US7235655B2

  公开（公告）日：2007-06-26