(E)-2,2,9,9-tetramethyl-3,8-dioxa-2,9-disiladec-5-ene | 53326-59-3

• 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: (E)-2,2,9,9-tetramethyl-3,8-dioxa-2,9-disiladec-5-ene
• 英文别名: (E)-1,4-di(trimethylsilyloxy)but-2-ene；3,8-Dioxa-2,9-disiladec-5-ene, 2,2,9,9-tetramethyl-, (E)-；trimethyl-[(E)-4-trimethylsilyloxybut-2-enoxy]silane
• CAS: 53326-59-3
• 化学式: C₁₀H₂₄O₂Si₂
• 分子量: 232.47
• InChiKey: CGHUMSBZDKNESK-BQYQJAHWSA-N

物化性质

• 沸点：
  219.1±28.0 °C(Predicted)
• 密度：
  0.856±0.06 g/cm3(Predicted)
• 保留指数：
  1191.6

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (E)-2,2,9,9-tetramethyl-3,8-dioxa-2,9-disiladec-5-ene 生成 (E)-1,4-Bis(trimethylsiloxy)but-1-en
  参考文献：
  名称：

  ENGELBRECHT, LOTHAR;SONNEK, GEORG;MAKAROVA, LARISSA I.;ZDANOV, ALEXANDR A+

  摘要：

  DOI：
• 作为产物：
  描述：

  N,O-双三甲硅基乙酰胺 、 反-2-丁烯-1,4-二醇 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (E)-2,2,9,9-tetramethyl-3,8-dioxa-2,9-disiladec-5-ene
  参考文献：
  名称：

  Axinellamines as Broad-Spectrum Antibacterial Agents: Scalable Synthesis and Biology

  摘要：

  Antibiotic-resistant bacteria present an ongoing challenge to both chemists and biologists as they seek novel compounds and modes of action to out-maneuver continually evolving resistance pathways, especially against Gram-negative strains. The dimeric pyrrole-imidazole alkaloids represent a unique marine natural product class with diverse primary biological activity and chemical architecture. This full account traces the strategy used to develop a second-generation route to key spirocycle 9, culminating in a practical synthesis of the axinellamines and enabling their discovery as broad-spectrum antibacterial agents, with promising activity against both Gram-positive and Gram-negative bacteria. While their detailed mode of antibacterial action remains unclear, the axinellamines appear to cause secondary membrane destabilization and impart an aberrant cellular morphology consistent with the inhibition of normal septum formation. This study serves as a rare example of a natural product initially reported to be devoid of biological activity surfacing as an active antibacterial agent with an intriguing mode of action.

  DOI：

  10.1021/ja508632y

文献信息

• Elektronenstossinduzierte fragmentierung von acetylenverbindungen—XII
  作者：H. Schwarz、C. Köppel、F. Bohlmann

  DOI：10.1016/s0040-4020(01)97065-6

  日期：1974.1

  In contradiction to previous concepts, electron impact induced migrations of TMS-functions are possible in configuratively fixed systems, if electron impact results in a change of the molecular geometry which causes an interaction of non-bonded centers. The bis-TMS-derivatives of 1,2-, 1,3-and 1,4-phenols can be distinguished clearly whereas for the phenols this is possible only with limitations.

  与先前的概念相反，如果电子撞击导致分子几何结构发生变化，从而引起非键合中心的相互作用，则电子撞击引起的TMS功能迁移可能在结构固定的系统中发生。1,2-，1,3-和1,4-苯酚的bis-TMS衍生物可以清楚地区分，而对于苯酚，这是有局限性的。
• Isomerization of allylic silyl ethers catalyzed by ReO3(OSiR3) complexes
  作者：Stéphane Bellemin-Laponnaz、Jean Pierre Le Ny、John A Osborn

  DOI：10.1016/s0040-4039(99)02352-7

  日期：2000.3

  Efficient isomerization of allylic alcohols and allylic ethers at room temperature by rhenium (VII) oxo complexes is described.

  描述了在室温下rh（VII）氧代络合物对烯丙基醇和烯丙基醚的有效异构化。
• Pertici, Paolo; Malanga, Corrado; Giuntoli, Anna, Gazzetta Chimica Italiana, 1996, vol. 126, # 9, p. 587 - 594
  作者：Pertici, Paolo、Malanga, Corrado、Giuntoli, Anna、Vitulli, Giovanni、Martra, Gianmarco

  DOI：——

  日期：——
• HWU, JIH RU;ANDERSON, DENISE A.;WANG, NAELONG;BUCHNER, MEREDITH M.;GANI, +, CHEM. BER., 123,(1990) N, C. 1667-1671
  作者：HWU, JIH RU、ANDERSON, DENISE A.、WANG, NAELONG、BUCHNER, MEREDITH M.、GANI, +

  DOI：——

  日期：——
• ENGELBRECHT, L.;SONNEK, G.;ZDANOV, A. A.;MAKAROVA, L. I., J. PRAKT. CHEM., 329,(1987) N 5, 901-906
  作者：ENGELBRECHT, L.、SONNEK, G.、ZDANOV, A. A.、MAKAROVA, L. I.

  DOI：——

  日期：——