tert-butyl((4-(8-(tert-butyldimethylsilyl)-2,3,5,7-tetrahydrobenzo[1,2-b:4,5-e]difuran-4-yl)but-3-yn-1-yl)oxy)dimethylsilane | 1448613-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: tert-butyl((4-(8-(tert-butyldimethylsilyl)-2,3,5,7-tetrahydrobenzo[1,2-b:4,5-e]difuran-4-yl)but-3-yn-1-yl)oxy)dimethylsilane
• 英文别名: tert-butyl((4-(8-(tert-butyldimethylsilyl)-2,3,5,7-tetrahydrobenzo[1,2-b:4,5-c']difuran-4-yl)but-3-yn-1-yl)oxy)dimethylsilane；Tert-butyl-[4-[4-[tert-butyl(dimethyl)silyl]oxybut-1-ynyl]-2,3,5,7-tetrahydrofuro[3,4-f][1]benzofuran-8-yl]-dimethylsilane；tert-butyl-[4-[4-[tert-butyl(dimethyl)silyl]oxybut-1-ynyl]-2,3,5,7-tetrahydrofuro[3,4-f][1]benzofuran-8-yl]-dimethylsilane
• CAS: 1448613-57-7
• 化学式: C₂₆H₄₂O₃Si₂
• 分子量: 458.789
• InChiKey: IWQLXHLJQYNCEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.13
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4-bromobut-3-ynyloxy)(tert-butyl)dimethylsilane 在 哌啶 、 copper(l) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 22.0h， 生成 tert-butyl((4-(8-(tert-butyldimethylsilyl)-2,3,5,7-tetrahydrobenzo[1,2-b:4,5-e]difuran-4-yl)but-3-yn-1-yl)oxy)dimethylsilane
  参考文献：
  名称：

  Rates of Hexadehydro-Diels–Alder (HDDA) Cyclizations: Impact of the Linker Structure

  摘要：

  The rates of the hexadehydro-Diels-Alder (HDDA) reaction of substrates containing, minimally, a 1,3,8-triyne subunit are reported. Several series of related substrates, differing in the nature of the three-atom tether that links the 1,3-diyne and diynophile, were examined. Seemingly small changes in substrate structure result in large differences in cyclization rate, spanning more than 8 orders of magnitude. The reactivity trends revealed by these studies should prove useful in guiding substrate design and choice of reaction conditions in future applications.

  DOI：

  10.1021/ol502131r

文献信息

• CYCLIZATION METHODS
  申请人：MINNESOTA REGENTS OF THE UNIVERSITY OF

  公开号：US20130197241A1

  公开（公告）日：2013-08-01

  The invention provides methods for cyclizing poly-yne compounds under mild conditions to provide cyclic compounds.

  该发明提供了在温和条件下将聚炔化合物环化为环状化合物的方法。
• Rates of Hexadehydro-Diels–Alder (HDDA) Cyclizations: Impact of the Linker Structure
  作者：Brian P. Woods、Beeraiah Baire、Thomas R. Hoye

  DOI：10.1021/ol502131r

  日期：2014.9.5

  The rates of the hexadehydro-Diels-Alder (HDDA) reaction of substrates containing, minimally, a 1,3,8-triyne subunit are reported. Several series of related substrates, differing in the nature of the three-atom tether that links the 1,3-diyne and diynophile, were examined. Seemingly small changes in substrate structure result in large differences in cyclization rate, spanning more than 8 orders of magnitude. The reactivity trends revealed by these studies should prove useful in guiding substrate design and choice of reaction conditions in future applications.