(Z)-9-(tert-butyldimethylsiloxy)-4-nonene-2,6-diyn-1-ol | 127090-92-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (Z)-9-(tert-butyldimethylsiloxy)-4-nonene-2,6-diyn-1-ol
• 英文别名: (Z)-9-[tert-butyl(dimethyl)silyl]oxynon-4-en-2,6-diyn-1-ol
• CAS: 127090-92-0
• 化学式: C₁₅H₂₄O₂Si
• 分子量: 264.44
• InChiKey: ZTJDFYSMFZUVOK-SREVYHEPSA-N

物化性质

• 沸点：
  321.5±37.0 °C(Predicted)
• 密度：
  0.958±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-9-(tert-butyldimethylsiloxy)-4-nonene-2,6-diyn-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以95%的产率得到9-bromo-non-5-ene-3,7-diyn-1-ol tert-butyldimethylsilyl ether
  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：

  4-(叔丁基二甲基硅杂氧基)-1-丁炔 在 四(三苯基膦)钯 copper(l) iodide 、 potassium carbonate 、 正丁胺 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 16.17h， 生成 (Z)-9-(tert-butyldimethylsiloxy)-4-nonene-2,6-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

• Biradical formation from acyclic conjugated eneyne-allene system related to neocarzinostatin and esperamicin-calichemicin
  作者：Ryu Nagata、Hidenori Yamanaka、Eiichi Okazaki、Isao Saito

  DOI：10.1016/s0040-4039(01)80564-5

  日期：1989.1

  Acyclic conjugated allenylphosphine oxide 4b prepared by three step operations was stable at ambient temperature and underwent Bergman type cyclization to form biradical 5b at 37 °C.

  通过三步操作制备的无环共轭烯丙基膦氧化物4b在环境温度下稳定，并在37°C下进行Bergman型环化反应形成双自由基5b。
• 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.
• 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).