2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenol | 1068572-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenol
• 英文别名: 2,5-Bis(2-trimethylsilylethoxymethoxy)phenol；2,5-bis(2-trimethylsilylethoxymethoxy)phenol
• CAS: 1068572-23-5
• 化学式: C₁₈H₃₄O₅Si₂
• 分子量: 386.636
• InChiKey: RDBIGLYPTBGTHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenol 、 1,13-tetradecadiene-3,12-diol 在 三丁基膦 、 偶氮二甲酰二哌啶 作用下， 以 四氢呋喃 为溶剂， 反应 24.5h， 以58%的产率得到12-(2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenoxy)-1,13-tetradecadien-3-ol
  参考文献：
  名称：

  Synthesis of the Reported Structure of the Bisbenzoquinone Lanciaquinone, Isolated from Maesa lanceolata

  摘要：

  Lanciaquinone, isolated from Maesa lanceolata, was originally assigned as a bisbenzoquinone with a C-14-chain linking the two quinone rings. A synthesis of the reported structure, in which the key step is a double Claisen rearrangement, suggests that the structure of the natural product needs to be revised.

  DOI：

  10.1021/ol801697g
• 作为产物：
  描述：

  benzyl 2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenyl ether 在 10% Pd on charcoal 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 16.0h， 以100%的产率得到2,5-bis{[2-(trimethylsilyl)ethoxy]methoxy}phenol
  参考文献：
  名称：

  Synthesis of the Reported Structure of the Bisbenzoquinone Lanciaquinone, Isolated from Maesa lanceolata

  摘要：

  Lanciaquinone, isolated from Maesa lanceolata, was originally assigned as a bisbenzoquinone with a C-14-chain linking the two quinone rings. A synthesis of the reported structure, in which the key step is a double Claisen rearrangement, suggests that the structure of the natural product needs to be revised.

  DOI：

  10.1021/ol801697g

文献信息

• Synthesis of the Reported Structure of the Bisbenzoquinone Lanciaquinone, Isolated from <i>Maesa lanceolata</i>
  作者：Loic Guillonneau、David Taddei、Christopher J. Moody

  DOI：10.1021/ol801697g

  日期：2008.10.16

  Lanciaquinone, isolated from Maesa lanceolata, was originally assigned as a bisbenzoquinone with a C-14-chain linking the two quinone rings. A synthesis of the reported structure, in which the key step is a double Claisen rearrangement, suggests that the structure of the natural product needs to be revised.