3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-dimethyl-cyclotrideca-1,7-diyne | 189956-96-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-dimethyl-cyclotrideca-1,7-diyne
• 英文别名: Tert-butyl-[11-[tert-butyl(dimethyl)silyl]oxy-1,11-dimethylcyclotrideca-2,9-diyn-1-yl]oxy-dimethylsilane；tert-butyl-[11-[tert-butyl(dimethyl)silyl]oxy-1,11-dimethylcyclotrideca-2,9-diyn-1-yl]oxy-dimethylsilane
• CAS: 189956-96-5
• 化学式: C₂₇H₅₀O₂Si₂
• 分子量: 462.864
• InChiKey: IJLYCOSBYBPGOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  31
• 可旋转键数：
  6
• 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：

  3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-dimethyl-cyclotrideca-1,7-diyne 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,4R)-1,4-Dimethyl-cyclotrideca-5,12-diyne-1,4-diol 、 (1S,4S)-1,4-Dimethyl-cyclotrideca-5,12-diyne-1,4-diol
  参考文献：
  名称：

  Synthesis of cycloalkadiynes of various ring size

  摘要：

  The synthesis of the 10-, 11-, 13-, 14- and 16-membered cycloalkadiynes 3a-b, 4a-b, 6a-b, 7a-b, 10a-b and 11a-b containing functional groups either in two propargylic or two homopropargylic positions is described. The key step of the synthetic scheme is the DMPU assisted double alkylation of two terminal alkyne units leading to the carbocycles mentioned above in moderate to good yield via a three step pathway. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00067-7
• 作为产物：
  描述：

  3,6-dimethyl-1,7-octadiyne-3,6-diol 在 N,N-二甲基丙烯基脲 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-dimethyl-cyclotrideca-1,7-diyne
  参考文献：
  名称：

  meso-1,11-Dimethylcyclotrideca-2,9-diyne-1,11-diol

  摘要：

  The title compound, C15H22O2, (5), has been prepared and its structure determined. At room temperature, two conformations are observed, but at 193 K, the compound shows only the conformation which has 67% occupancy at room temperature. The appearance of two conformations and the low symmetry of compound (5) are in accordance with the general structural behaviour of 13-membered-ring systems. meso-(5) crystallizes in the monoclinic space group I2/a. The lengths of the triple bonds are close to 1.175 Angstrom at room temperature and 1.188 Angstrom at 193 K. The bond angles at the triple bonds deviate by less than 7 degrees from being linear and are almost temperature independent.

  DOI：

  10.1107/s0108270196013789

文献信息

• <i>meso</i>-1,11-Dimethylcyclotrideca-2,9-diyne-1,11-diol
  作者：C. Boss、H. Stoeckli-Evans、R. Keese

  DOI：10.1107/s0108270196013789

  日期：1997.3.15

  The title compound, C15H22O2, (5), has been prepared and its structure determined. At room temperature, two conformations are observed, but at 193 K, the compound shows only the conformation which has 67% occupancy at room temperature. The appearance of two conformations and the low symmetry of compound (5) are in accordance with the general structural behaviour of 13-membered-ring systems. meso-(5) crystallizes in the monoclinic space group I2/a. The lengths of the triple bonds are close to 1.175 Angstrom at room temperature and 1.188 Angstrom at 193 K. The bond angles at the triple bonds deviate by less than 7 degrees from being linear and are almost temperature independent.
• Synthesis of cycloalkadiynes of various ring size
  作者：Christoph Boss、Reinhart Keese

  DOI：10.1016/s0040-4020(97)00067-7

  日期：1997.3

  The synthesis of the 10-, 11-, 13-, 14- and 16-membered cycloalkadiynes 3a-b, 4a-b, 6a-b, 7a-b, 10a-b and 11a-b containing functional groups either in two propargylic or two homopropargylic positions is described. The key step of the synthetic scheme is the DMPU assisted double alkylation of two terminal alkyne units leading to the carbocycles mentioned above in moderate to good yield via a three step pathway. (C) 1997 Elsevier Science Ltd.