6,6'-((4-(octyloxy)pyridine-2,6-diyl)bis(ethyne-2,1-diyl))bis(2-iodo-4-(octyloxy)pyridine) | 1378991-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 6,6'-((4-(octyloxy)pyridine-2,6-diyl)bis(ethyne-2,1-diyl))bis(2-iodo-4-(octyloxy)pyridine)
• CAS: 1378991-12-8
• 化学式: C₄₃H₅₇I₂N₃O₃
• 分子量: 917.753
• InChiKey: PFSGLCIBOVZEOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  51.0
• 可旋转键数：
  24.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  66.36
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6,6'-((4-(octyloxy)pyridine-2,6-diyl)bis(ethyne-2,1-diyl))bis(2-iodo-4-(octyloxy)pyridine) 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 11.08h， 生成 4-(6-((6-((6-((tert-butyldimethylsilyl)ethynyl)-4-(octyloxy)pyridin-2-yl)ethynyl)-4-(octyloxy)pyridin-2-yl)ethynyl)-4-(octyloxy)pyridin-2-yl)-2-methylbut-3-yn-2-ol
  参考文献：
  名称：

  Development of convergent synthetic method for saccharide-linked ethynylpyridine foldamers by Huisgen reaction

  摘要：

  Based on 'click chemistry', the new convergent synthesis to a variety of saccharide-linked 2,6-pyridylene ethynylene 'ethynylpyridine' foldamers was developed. Ethynylpyridine 6-, 9-, and 12-meric blocks were linked with 1,7-octadiyne linker block by Sonogashira reaction, and joined with azido group-introduced glucoside, galactoside, and mannoside templates by Huisgen reaction. The resulting saccharide-linked ethynylpyridine foldamers exhibited typical circular dichroism to indicate the formation of a helical structure by intramolecular hydrogen bonds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.069
• 作为产物：
  描述：

  2,6-diiodo-4-(octyloxy)pyridine 、 2,6-二乙炔基-4-(辛氧基)吡啶 在 N,N-二异丙基乙胺 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 3.33h， 以69%的产率得到6,6'-((4-(octyloxy)pyridine-2,6-diyl)bis(ethyne-2,1-diyl))bis(2-iodo-4-(octyloxy)pyridine)
  参考文献：
  名称：

  Development of convergent synthetic method for saccharide-linked ethynylpyridine foldamers by Huisgen reaction

  摘要：

  Based on 'click chemistry', the new convergent synthesis to a variety of saccharide-linked 2,6-pyridylene ethynylene 'ethynylpyridine' foldamers was developed. Ethynylpyridine 6-, 9-, and 12-meric blocks were linked with 1,7-octadiyne linker block by Sonogashira reaction, and joined with azido group-introduced glucoside, galactoside, and mannoside templates by Huisgen reaction. The resulting saccharide-linked ethynylpyridine foldamers exhibited typical circular dichroism to indicate the formation of a helical structure by intramolecular hydrogen bonds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.069