1-oxacyclodec-5-ene-3,7-diyne

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-oxacyclodec-5-ene-3,7-diyne
• 英文别名: (6Z)-1-oxacyclodec-6-en-4,8-diyne
• 化学式: C₉H₈O
• 分子量: 132.162
• InChiKey: BYAASLVHWVUPTE-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-oxacyclodec-5-ene-3,7-diyne 在 1,4-环己二烯 作用下， 生成 异色满
  参考文献：
  名称：

  Target directed enediyne prodrugs: hER and AhR degradation by a synthetic oxo-enediyne

  摘要：

  An efficient route to oxo-enediynes is presented. A simple oxo-enediyne has been synthesized, which cyclizes to give an isochroman. The agent shows cytotoxicity for ER rich breast cancer cells and a model for its mode of action is proposed. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00352-6
• 作为产物：
  描述：

  9-bromo-non-5-ene-3,7-diyn-1-ol tert-butyldimethylsilyl ether 在 sodium hydroxide 、 amberlyst-15 、 四丁基硫酸氢铵 作用下， 以 乙醚 、 水 、 苯 为溶剂， 反应 6.0h， 生成 1-oxacyclodec-5-ene-3,7-diyne
  参考文献：
  名称：

  Oxa-Enediynes:  Probing the Electronic and Stereoelectronic Contributions to the Bergman Cycloaromatization

  摘要：

  Efficient routes to three classes of 10-membered oxa-enediynes are presented. The electronic and stereoelectronic contributions to half-lives are supported by density functional theory calculations. One member of this class cyclizes to give an isochroman which binds to and degrades the aryl hydrocarbon receptor (AhR).

  DOI：

  10.1021/jo0256888

文献信息

• Target directed enediyne prodrugs: hER and AhR degradation by a synthetic oxo-enediyne
  作者：Graham B. Jones、Michael W. Kilgore、Richard S. Pollenz、Aiwen Li、Jude E. Mathews、Justin M. Wright、Robert S. Huber、Patricia L. Tate、Thomas L. Price、Robert P. Sticca

  DOI：10.1016/0960-894x(96)00352-6

  日期：1996.8

  An efficient route to oxo-enediynes is presented. A simple oxo-enediyne has been synthesized, which cyclizes to give an isochroman. The agent shows cytotoxicity for ER rich breast cancer cells and a model for its mode of action is proposed. Copyright (C) 1996 Elsevier Science Ltd.
• Facile Unmasking of Dicobalt Hexacarbonyl Complexes of 1-Cyclodecene-3,9-diynes (Enediynes)
  作者：Graham B. Jones、Justin M. Wright、Teresa M. Rush、Gary W. Plourde、Thomas F. Kelton、Jude E. Mathews、Robert S. Huber、James P. Davidson

  DOI：10.1021/jo9716035

  日期：1997.12.1
• Oxa-Enediynes:  Probing the Electronic and Stereoelectronic Contributions to the Bergman Cycloaromatization
  作者：Graham B. Jones、Justin M. Wright、George Hynd、Justin K. Wyatt、Philip M. Warner、Robert S. Huber、Aiwen Li、Michael W. Kilgore、Robert P. Sticca、Richard S. Pollenz

  DOI：10.1021/jo0256888

  日期：2002.8.1

  Efficient routes to three classes of 10-membered oxa-enediynes are presented. The electronic and stereoelectronic contributions to half-lives are supported by density functional theory calculations. One member of this class cyclizes to give an isochroman which binds to and degrades the aryl hydrocarbon receptor (AhR).