1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene | 252913-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene
• 英文别名: 1,3-bis-(tert-butyldimethylsilanyloxy)-5-non-2-enylbenzene；tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-[(Z)-non-2-enyl]phenoxy]-dimethylsilane
• CAS: 252913-16-9
• 化学式: C₂₇H₅₀O₂Si₂
• 分子量: 462.864
• InChiKey: KCYXBIACLIETPG-ZCXUNETKSA-N

物化性质

• 沸点：
  462.3±45.0 °C(Predicted)
• 密度：
  0.896±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.52
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以80%的产率得到1,3-bis-(tert-butyldimethylsilanyloxy)-5-nonylbenzene
  参考文献：
  名称：

  Climacostol, a defense toxin of Climacostomum virens (protozoa, ciliata), and its congeners

  摘要：

  Climacostol (1), a defense toxin of the heterotrich ciliate Climacostomum virens was established as 5-(Z)-non-2-enyl-benzene-1,3-diol. The structure was rigorously confirmed by the total synthesis. The two congeners of climacostol contained in this ciliate were determined as 5-(Z,Z)-undeca-2,5-dienyl-benzene-1,3-diol (2) and 5-(Z,Z,Z)-undeca-2,5,8-trienyl-benzene-1,3-diol (3). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.09.105
• 作为产物：
  描述：

  3,5-二羟基苯甲醛 在 咪唑 、 正丁基锂 、 dicobalt octacarbonyl 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene
  参考文献：
  名称：

  Climacostol, a defense toxin of the heterotrich ciliate Climacostomum virens against predators

  摘要：

  A toxic substance (climacostol) of the protozoan ciliate Climacostomum virens against the predatory ciliate Dileptus margaritifer was established as 1,3-dihydoxy-5-[(Z)-2'-nonenyl]benzene. The structure was rigorously confirmed by the total synthesis. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01722-0

文献信息

• Simple Synthesis of Climacostol, a Defensive Secretion by the Ciliate Climacostomum virens
  作者：Yumi ABE、Kenji MORI

  DOI：10.1271/bbb.65.2110

  日期：2001.1

  Climacostol 1,3-dihydroxy-5-[(Z)-2'-nonenyl]benzene,1}, a defensive secretion by the protozoan ciliate Climacostomum virens against predators, was synthesized in a 43% overall yield in three steps by starting from methyl 1,3-bis(tert-butyldimethylsilyloxy) phenylacetate (3).

  Climacostol 1,3-二羟基-5-[(Z)-2'-壬烯基]苯，1}是原生动物纤毛虫 Climacostomum virens 对抗捕食者的一种防御性分泌物，该物质以 1,3-双（叔丁基二甲基硅氧基）苯乙酸甲酯（3）为起点，分三步合成，总收率为 43%。
• Climacostol, a defense toxin of Climacostomum virens (protozoa, ciliata), and its congeners
  作者：Miyuki Eiraku Masaki、Shouji Hiro、Yoshinosuke Usuki、Terue Harumoto、Masayo Noda Terazima、Federico Buonanno、Akio Miyake、Hideo Iio

  DOI：10.1016/j.tet.2003.09.105

  日期：2004.8

  Climacostol (1), a defense toxin of the heterotrich ciliate Climacostomum virens was established as 5-(Z)-non-2-enyl-benzene-1,3-diol. The structure was rigorously confirmed by the total synthesis. The two congeners of climacostol contained in this ciliate were determined as 5-(Z,Z)-undeca-2,5-dienyl-benzene-1,3-diol (2) and 5-(Z,Z,Z)-undeca-2,5,8-trienyl-benzene-1,3-diol (3). (C) 2004 Elsevier Ltd. All rights reserved.
• Climacostol, a defense toxin of the heterotrich ciliate Climacostomum virens against predators
  作者：Miyuki Eiraku Masaki、Terue Harumoto、Masayo Noda Terazima、Akio Miyake、Yoshinosuke Usuki、Hideo Iio

  DOI：10.1016/s0040-4039(99)01722-0

  日期：1999.11

  A toxic substance (climacostol) of the protozoan ciliate Climacostomum virens against the predatory ciliate Dileptus margaritifer was established as 1,3-dihydoxy-5-[(Z)-2'-nonenyl]benzene. The structure was rigorously confirmed by the total synthesis. (C) 1999 Elsevier Science Ltd. All rights reserved.