(E)-7-((tert-butyldiphenylsilyl)oxy)-3-ethoxy-2-methylhept-2-enoic acid | 1254568-92-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-7-((tert-butyldiphenylsilyl)oxy)-3-ethoxy-2-methylhept-2-enoic acid
• CAS: 1254568-92-7
• 化学式: C₂₆H₃₆O₄Si
• 分子量: 440.655
• InChiKey: HOVIUYBCGVTONZ-DARPEHSRSA-N

物化性质

• 沸点：
  542.1±50.0 °C(predicted)
• 密度：
  1.06±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-7-((tert-butyldiphenylsilyl)oxy)-3-ethoxy-2-methylhept-2-enoic acid 、 二甲羟胺盐酸盐 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以77%的产率得到
  参考文献：
  名称：

  Construction of a fully substituted cyclopentenone as the core skeleton of stemonamide via a Nazarov cyclization

  摘要：

  A synthetic study of the Stemona alkaloid stemonamide is described. The FeCl(3)-promoted fast Nazarov reaction of beta-alkoxy divinyl ketones in the presence of t-BuOH afforded an alpha-methylene cyclopentenone, which was subsequently subjected to the Rh-catalyzed C-H amination to provide a fully appropriately substituted alpha-methylene cyclopentenone as the core skeleton of stemonamide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.032
• 作为产物：
  描述：

  ethyl 2,2-dibromopropanoate 、 ethyl 5-((tert-butyldiphenylsilyl)oxy)pentanoate 在 仲丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以58%的产率得到(E)-7-((tert-butyldiphenylsilyl)oxy)-3-ethoxy-2-methylhept-2-enoic acid
  参考文献：
  名称：

  Construction of a fully substituted cyclopentenone as the core skeleton of stemonamide via a Nazarov cyclization

  摘要：

  A synthetic study of the Stemona alkaloid stemonamide is described. The FeCl(3)-promoted fast Nazarov reaction of beta-alkoxy divinyl ketones in the presence of t-BuOH afforded an alpha-methylene cyclopentenone, which was subsequently subjected to the Rh-catalyzed C-H amination to provide a fully appropriately substituted alpha-methylene cyclopentenone as the core skeleton of stemonamide. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.032