3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3,6-dimethyl-cyclododeca-1,7-diyne | 186344-82-1

• 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-cyclododeca-1,7-diyne
• 英文别名: Tert-butyl-[10-[tert-butyl(dimethyl)silyl]oxy-1,10-dimethylcyclododeca-2,8-diyn-1-yl]oxy-dimethylsilane；tert-butyl-[10-[tert-butyl(dimethyl)silyl]oxy-1,10-dimethylcyclododeca-2,8-diyn-1-yl]oxy-dimethylsilane
• CAS: 186344-82-1
• 化学式: C₂₆H₄₈O₂Si₂
• 分子量: 448.837
• InChiKey: JCPKRHOZRBQLEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  30
• 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-cyclododeca-1,7-diyne 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 144.0h， 生成 (1S,4R)-1,4-Dimethyl-cyclododeca-5,11-diyne-1,4-diol 、 (1S,4S)-1,4-Dimethyl-cyclododeca-5,11-diyne-1,4-diol
  参考文献：
  名称：

  功能化的环十二碳二烯和-二烯的合成与结构

  摘要：

  环十二碳二炔3b-d，8b-d和10b-c在两个炔丙基位置具有功能性，以及单官能化的二炔13b已由简单的开链结构单元制备。在DMPU（= N，N'-二甲基丙烯脲）辅助的1,7-二炔的闭环烷基化反应中，制备了十二元环化合物，产率为16-55％。描述了二烯-二炔15和环十二烷基-5,11-二炔-1,4-二酮18的制备。

  DOI：

  10.1002/hlca.19960790811
• 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-cyclododeca-1,7-diyne
  参考文献：
  名称：

  The First Crystal Structure Analysis of Cyclododeca-2,8-diyne-1,10-diols

  摘要：

  Cyclododeca-2,8-diyne-1,10-diol, (6), C12H16O2, and 1,10-dimethylcyclododeca-2,8-diyne-1,10-diol, (11), C14H20O2, have been prepared and their structures determined. Both crystallize in centrosymmetric space groups and the molecules have approximate C-2 symmetry. For compound (6), the lengths of the triple bonds are 1.184(3) (C2=C3) and 1.189(3) Angstrom (C8=C9). The bond angles at the triple bonds (C1-C2=C3 and C8=C9-C-10) deviate by less than 6 degrees from 180 degrees. For compound (11), the lengths of the triple bonds are 1.190(3) (C2=C3) and 1.188(3) Angstrom (C8=C9), and the bond angles at the triple bonds are close to 175.5 degrees. In both compounds, the two 3-hexyne chains maintain a 'crossed' arrangement whereas the two alkylene chains are arranged in a manner similar to that described for unsubstituted cyclododecane.

  DOI：

  10.1107/s0108270196009080

文献信息

• Racemic 3,6-Dimethyl-3,6-bis(tert-butyldimethylsilyloxy)-1,7-cyclododecadiyne
  作者：C. Boss、R. Keese、M. Förtsch

  DOI：10.1107/s0108270196004891

  日期：1996.9.15

  The title compound, C26H48O2Si2, has been prepared and its structure determined. The bond angles at the triple bond are close to 174.5 degrees (average) and the length of the triple bond is 1.179(3)Angstrom. The alkylene chains maintain a screw-type arrangement similar to that found in unsubstituted cyclododecane.
• Synthesis and Structure of Functionalized Cyclododecadiynes and -dienes
  作者：Christoph Boss、Reinhart Keese

  DOI：10.1002/hlca.19960790811

  日期：1996.12.11

  The cyclododecadiynes 3b–d, 8b–d, and 10b–c with functionalities in two propargylic positions, as well as the monofunctionalized diyne 13b have been prepared from simple open-chain building blocks. In the DMPU ( = N,N'-dimethylpropyleneurea)-assisted ring-closing alkylation of 1,7-diynes, the twelve-membered ring compounds have been prepared in yields of 16–55%. The preparation of the diene-diyne 15

  环十二碳二炔3b-d，8b-d和10b-c在两个炔丙基位置具有功能性，以及单官能化的二炔13b已由简单的开链结构单元制备。在DMPU（= N，N'-二甲基丙烯脲）辅助的1,7-二炔的闭环烷基化反应中，制备了十二元环化合物，产率为16-55％。描述了二烯-二炔15和环十二烷基-5,11-二炔-1,4-二酮18的制备。
• The First Crystal Structure Analysis of Cyclododeca-2,8-diyne-1,10-diols
  作者：C. Boss、H. Stoeckli-Evans、R. Keese

  DOI：10.1107/s0108270196009080

  日期：1996.12.15

  Cyclododeca-2,8-diyne-1,10-diol, (6), C12H16O2, and 1,10-dimethylcyclododeca-2,8-diyne-1,10-diol, (11), C14H20O2, have been prepared and their structures determined. Both crystallize in centrosymmetric space groups and the molecules have approximate C-2 symmetry. For compound (6), the lengths of the triple bonds are 1.184(3) (C2=C3) and 1.189(3) Angstrom (C8=C9). The bond angles at the triple bonds (C1-C2=C3 and C8=C9-C-10) deviate by less than 6 degrees from 180 degrees. For compound (11), the lengths of the triple bonds are 1.190(3) (C2=C3) and 1.188(3) Angstrom (C8=C9), and the bond angles at the triple bonds are close to 175.5 degrees. In both compounds, the two 3-hexyne chains maintain a 'crossed' arrangement whereas the two alkylene chains are arranged in a manner similar to that described for unsubstituted cyclododecane.