(E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol | 950206-07-2

• 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: (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol
• 英文别名: (E)-10-[tert-butyl(dimethyl)silyl]oxy-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol
• CAS: 950206-07-2
• 化学式: C₂₄H₃₈O₄Si
• 分子量: 418.649
• InChiKey: FIWDUKSQKVOICS-NTEUORMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol 在 甲基锂 、 苯乙醚 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 0.75h， 以81%的产率得到3-(3-(tert-butyldimethylsilyloxy)propyl)-2-(2,5-dimethoxyphenyl)cyclohept-4-enone
  参考文献：
  名称：

  Synthesis of Seven-Membered Carbocyclic Rings via a Microwave-Assisted Tandem Oxyanionic 5-exo dig Cyclization−Claisen Rearrangement Process

  摘要：

  Appropriately substituted 1-alkenyl-4-pentyn-l-ol systems, readily prepared from simple starting materials, serve as useful precursors to a number of substituted cyclohept-4-enone derivatives via a microwave-assisted tandem oxyanionic 5-exo cyclization/Claisen rearrangement sequence. The reactions involving terminally substituted 4-pentyn-1-ols were found to be highly stereoselective, with the a and beta groups in the final product showing a strong preference for the trans orientation.

  DOI：

  10.1021/jo0710432
• 作为产物：
  描述：

  1-溴-2,5-二甲氧基苯 在 四(三苯基膦)钯 copper(l) iodide 、 草酰氯 、 叔丁基锂 、 二甲基亚砜 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 0.33h， 生成 (E)-10-(tert-butyldimethylsilyloxy)-1-(2,5-dimethoxyphenyl)dec-6-en-1-yn-5-ol
  参考文献：
  名称：

  Synthesis of Seven-Membered Carbocyclic Rings via a Microwave-Assisted Tandem Oxyanionic 5-exo dig Cyclization−Claisen Rearrangement Process

  摘要：

  Appropriately substituted 1-alkenyl-4-pentyn-l-ol systems, readily prepared from simple starting materials, serve as useful precursors to a number of substituted cyclohept-4-enone derivatives via a microwave-assisted tandem oxyanionic 5-exo cyclization/Claisen rearrangement sequence. The reactions involving terminally substituted 4-pentyn-1-ols were found to be highly stereoselective, with the a and beta groups in the final product showing a strong preference for the trans orientation.

  DOI：

  10.1021/jo0710432

文献信息

• Synthesis of Seven-Membered Carbocyclic Rings via a Microwave-Assisted Tandem Oxyanionic 5-<i>exo</i> <i>dig</i> Cyclization−Claisen Rearrangement Process
  作者：Xin Li、Robert E. Kyne、Timo V. Ovaska

  DOI：10.1021/jo0710432

  日期：2007.8.1

  Appropriately substituted 1-alkenyl-4-pentyn-l-ol systems, readily prepared from simple starting materials, serve as useful precursors to a number of substituted cyclohept-4-enone derivatives via a microwave-assisted tandem oxyanionic 5-exo cyclization/Claisen rearrangement sequence. The reactions involving terminally substituted 4-pentyn-1-ols were found to be highly stereoselective, with the a and beta groups in the final product showing a strong preference for the trans orientation.