9-bromo-non-5-ene-3,7-diyn-1-ol | 449171-76-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-bromo-non-5-ene-3,7-diyn-1-ol
• 英文别名: (Z)-9-bromonon-5-en-3,7-diyn-1-ol
• CAS: 449171-76-0
• 化学式: C₉H₉BrO
• 分子量: 213.074
• InChiKey: FQCCEDHMFNJVSS-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-bromo-non-5-ene-3,7-diyn-1-ol 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 水 、 苯 为溶剂， 反应 4.0h， 以71%的产率得到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
• 作为产物：
  描述：

  9-bromo-non-5-ene-3,7-diyn-1-ol tert-butyldimethylsilyl ether 在 amberlyst-15 作用下， 以 乙醚 、 苯 为溶剂， 反应 2.0h， 以86%的产率得到9-bromo-non-5-ene-3,7-diyn-1-ol
  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.