tert-butyl-dodeca-3,6-dienyloxy-dimethylsilane | 125198-05-2

• 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: tert-butyl-dodeca-3,6-dienyloxy-dimethylsilane
• 英文别名: tert-butyl-[(3Z,6Z)-dodeca-3,6-dienoxy]-dimethylsilane
• CAS: 125198-05-2
• 化学式: C₁₈H₃₆OSi
• 分子量: 296.569
• InChiKey: FHXJHFVBUJTQKT-HDXUUTQWSA-N

物化性质

• 沸点：
  336.9±21.0 °C(Predicted)
• 密度：
  0.835±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.48
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  tert-butyl-dodeca-3,6-dienyloxy-dimethylsilane 在 四溴化碳 、 双硫磷 、 四丁基氟化铵 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 花生四烯酸甲酯
  参考文献：
  名称：

  A convenient strategy for the synthesis of β,γ-unsaturated aldehydes and acids. A construction of skipped dienes

  摘要：

  A novel strategy is described for the synthesis of beta,gamma-unsaturated aldehydes which are the useful synthons for the synthesis of arachidonic acid and other eicosanoid products. These beta,gamma-unsaturated aldehydes have been used in the total synthesis of arachidonic acid. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01498-7
• 作为产物：
  描述：

  顺-3-壬烯-1-醇 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl-dodeca-3,6-dienyloxy-dimethylsilane
  参考文献：
  名称：

  A convenient strategy for the synthesis of β,γ-unsaturated aldehydes and acids. A construction of skipped dienes

  摘要：

  A novel strategy is described for the synthesis of beta,gamma-unsaturated aldehydes which are the useful synthons for the synthesis of arachidonic acid and other eicosanoid products. These beta,gamma-unsaturated aldehydes have been used in the total synthesis of arachidonic acid. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01498-7

文献信息

• Synthesis of site-specifically deuterated arachidonic acid derivatives containing a remote tritium radiolabel
  作者：Chris M. McGinley、Wilfred A. van der Donk

  DOI：10.1002/jlcr.1073

  日期：2006.5

  The synthesis of arachidonic acid derivatives containing site-specifically incorporated deuterium atoms and also a remote tritium label are described. Deuterium incorporation at the C11 and/or C15 position was achieved using Wittig chemistry, while the radiolabel was introduced at a remote position using [(3)H]NaBH(4) as the radiolabel source. These compounds can be used to measure secondary kinetic

  描述了含有位点特定掺入的氘原子和远程氚标记的花生四烯酸衍生物的合成。使用 Wittig 化学在 C11 和/或 C15 位置处掺入氘，而使用 [(3)H]NaBH(4) 作为放射性标签源在远程位置引入放射性标签。这些化合物可用于高精度测量有氧周转条件下环氧合酶和脂肪加氧酶的次级动力学同位素效应。
• Design, synthesis, and 5-lipoxygenase-inhibiting properties of 1-thio-substituted butadienes
  作者：Rudolf Hanko、Michael D. Hammond、Romanis Fruchtmann、Joerg Pfitzner、Graham A. Place

  DOI：10.1021/jm00166a013

  日期：1990.4

  The synthesis of novel 1-thio-substituted butadienes, designed as mechanism-based 5-lipoxygenase inhibitors, is described. The structure of these compounds closely resembles a proposed high-energy intermediate during the lipoxygenation of arachidonic acid. They demonstrate 5-lipoxygenase inhibition in vitro and in vivo. The most potent compound is 15a with an IC50 of 1.8 microM in vitro. LTC4 release was inhibited by 80% after intraperitoneal administration of 15c at a dose of 2 mg/kg.