1'-oxo-2'-propylcyclopent-2'-enyl[4',5':16(S),17(R)]-3-methoxyestra-1,3,5(10)-triene | 1085277-75-3

• 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: 1'-oxo-2'-propylcyclopent-2'-enyl[4',5':16(S),17(R)]-3-methoxyestra-1,3,5(10)-triene
• CAS: 1085277-75-3
• 化学式: C₂₅H₃₂O₂
• 分子量: 364.528
• InChiKey: IFZBPDLEBPVWBG-DAHOGVCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-戊炔 、 雌甾四烯甲基醚 、 alkaline earth salt of/the/ methylsulfuric acid 以 甲苯 为溶剂， 反应 6.0h， 生成 1'-oxo-2'-propylcyclopent-2'-enyl[5',4':16(R),17(R)]-3-methoxyestra-1,3,5(10)-triene 、 1'-oxo-2'-propylcyclopent-2'-enyl[4',5':16(S),17(R)]-3-methoxyestra-1,3,5(10)-triene
  参考文献：
  名称：

  Development of intermolecular additive free Pauson–Khand reactions for estrone E-ring extension using microwaves

  摘要：

  Intermolecular additive free microwave (MW) promoted and cobalt octacarbonyl mediated Pauson-Khand reaction (PKR) performance was improved for estrone ring extension. The reaction development with norbornene and cyclopentene produced cyclopentenones in yields of comparable levels with those previously obtained with the aid of chemical additives as promoters. The PKRs with norbornene demonstrated that a low cobalt complex concentration increases yields, especially for the aliphatic alkynes. Furthermore, a boost for the MW PKR could be obtained by a gradual cobalt complex addition. These expedients combined with the use of an excess of free and cobalt complexed alkyne led to successful estrone ring system extension with various alkynes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.08.066