1,2-Bis-(trimethylsiloxy)-cyclohepten-(1) | 19719-90-5

• 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: 1,2-Bis-(trimethylsiloxy)-cyclohepten-(1)
• 英文别名: 1,2-Bis(trimethylsilyl-oxy)cycloheptene；trimethyl-(2-trimethylsilyloxycyclohepten-1-yl)oxysilane
• CAS: 19719-90-5
• 化学式: C₁₃H₂₈O₂Si₂
• 分子量: 272.535
• InChiKey: HDDFBCPNFWGHPY-UHFFFAOYSA-N

物化性质

• 沸点：
  97 °C(Press: 3 Torr)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  1,2-Bis-(trimethylsiloxy)-cyclohepten-(1) 在 lead dioxide 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 1,2-bis(p-nitrophenylazo)cycloheptene
  参考文献：
  名称：

  Butler, Richard N.; Gillan, Ann M.; James, John P., Journal of the Chemical Society. Perkin transactions I, 1989, p. 159 - 163

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基氯硅烷 、 庚二酸二甲酯 在 sodium 作用下， 以 甲苯 为溶剂， 生成 1,2-Bis-(trimethylsiloxy)-cyclohepten-(1)
  参考文献：
  名称：

  Ambident Reactivity of Medium-Ring Cycloalkane-1,3-dione Enolates¹

  摘要：

  Cycloalkane-1,3-diones with ring sizes 7-10 have been converted to their enolates and subjected to a variety of ethylation and methylation reagent/solvent systems. The greatest amount of O-alkylation was encountered using ethyl tosylate in HMPA. The O/C alkylation ratios decreased with almost every reagent/solvent system as the ring size was increased. This trend is consistent with greater steric strain in the conjugated enolate resonance contributor, resulting in diminished O-attack as the ring size is increased.

  DOI：

  10.1021/jo971515k

文献信息

• Cyclooctenone photocycloadditions
  作者：Michael C. Pirrung、Nicholas J.G. Webster

  DOI：10.1016/s0040-4039(00)84890-x

  日期：1986.1

  The first intramolecular [2+2] photocycloadditions of cyclooctenones have been achieved using substituted 3-butenyloxy cyclooctenones.

  使用取代的3-丁烯氧基环辛烯酮已经实现了环辛烯酮的第一分子内[2 + 2]光环加成。
• A FACILE SYNTHESIS OF 1,3-CYCLOALKADIONES
  作者：Ikuzo Nishiguchi、Tsuneaki Hirashima、Tatsuya Shono、Manji Sasaki

  DOI：10.1246/cl.1981.551

  日期：1981.4.5

  1,3-Cycloalkadiones were prepared by the reaction of l,2-bis(trimethylsiloxy)cycloalkenes with chloromethyl methyl ether followed by treatment of the resulting 2-hydroxy-2-methoxymethyl cycloalkanones with potassium hydrogen sulfate. The first step of the reactions was effectively catalyzed by active zinc reagents prepared from zinc–copper and alkyl iodides.

  1,3-Cycloalkadiones 的制备方法是 l,2-双（三甲基硅氧基）环烯与氯甲基甲基醚反应，然后用硫酸氢钾处理生成的 2-hydroxy-2-methoxymethyl cycloalkanones。由锌-铜和烷基碘化物制备的活性锌试剂有效地催化了反应的第一步。
• A Novel Alkylation of Alicyclic 1,2-Enediolates. A Facile Synthesis of Oxoalkanenitriles
  作者：Takeshi WAKAMATSU、Mineo FUKUI、Yoshio BAN

  DOI：10.1055/s-1976-24046

  日期：——
• Constrained Bithiazoles: Small Molecule Correctors of Defective ΔF508–CFTR Protein Trafficking
  作者：Keith C. Coffman、Huy H. Nguyen、Puay-Wah Phuan、Brandi M. Hudson、Gui J. Yu、Alex L. Bagdasarian、Deanna Montgomery、Michael W. Lodewyk、Baoxue Yang、Choong L. Yoo、A. S. Verkman、Dean J. Tantillo、Mark J. Kurth

  DOI：10.1021/jm5007885

  日期：2014.8.14

  Conformationally constrained bithiazoles were previously found to have improved efficacy over nonconstrained bithiazoles for correction of defective cellular processing of the ΔF508 mutant cystic fibrosis transmembrane conductance regulator (CFTR) protein. In this study, two sets of constrained bithiazoles were designed, synthesized, and tested in vitro using ΔF508-CFTR expressing epithelial cells. The SAR data demonstrated that modulating the constraining ring size between 7- versus 8-membered in these constrained bithiazole correctors did not significantly enhance their potency (IC50), but strongly affected maximum efficacy (Vmax), with constrained bithiazoles 9e and 10c increasing Vmax by 1.5-fold compared to benchmark bithiazole corr4a. The data suggest that the 7- and 8-membered constrained ring bithiazoles are similar in their ability to accommodate the requisite geometric constraints during protein binding.
• Efficient Synthesis of Diastereomerically Pure Vicinal Diamines:  <i>meso</i>-2,3-Bis(methylamino)butane and <i>cis</i>-1,2-Bis(methylamino)cycloalkanes
  作者：Jeff Akester、Jingji Cui、Gideon Fraenkel

  DOI：10.1021/jo961972l

  日期：1997.1.1