3,5-bis[(β-phenethylamino)carbonyl]-2,4,6-tris(dodecyloxy)benzoic acid | 530112-35-7

• 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: 3,5-bis[(β-phenethylamino)carbonyl]-2,4,6-tris(dodecyloxy)benzoic acid
• 英文别名: 2,4,6-Tridodecoxy-3,5-bis(2-phenylethylcarbamoyl)benzoic acid；2,4,6-tridodecoxy-3,5-bis(2-phenylethylcarbamoyl)benzoic acid
• CAS: 530112-35-7
• 化学式: C₆₁H₉₆N₂O₇
• 分子量: 969.442
• InChiKey: QTVBQOJEDKTART-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.6
• 重原子数：
  70
• 可旋转键数：
  45
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,12-二氨基十二烷 、 3,5-bis[(β-phenethylamino)carbonyl]-2,4,6-tris(dodecyloxy)benzoic acid 在 4-二甲氨基吡啶 、 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到2,4,6-tridodecoxy-3-N,5-N-bis(2-phenylethyl)-1-N-[12-[[2,4,6-tridodecoxy-3,5-bis(2-phenylethylcarbamoyl)benzoyl]amino]dodecyl]benzene-1,3,5-tricarboxamide
  参考文献：
  名称：

  A Folded, Secondary Structure in Step-Growth Oligomers from Covalently Linked, Crowded Aromatics

  摘要：

  This study delineates general methods to create a new class of folded oligomers by covalently attaching overcrowded aromatics to each other. Crucial to observing the secondary structure in these oligomers was the employment of C-shaped linkers. These linkers preorganize the strands to form intramolecular hydrogen bonds. In solution, one- and two-dimensional H-1 NMR data show well-defined columnar conformations. The side chains in these oligomers are critical for the secondary structure to emerge in solution. Using tris (dodecyloxy) phen ethyl side chains in combination with tert-butyl side chains in the terminal subunit provides a soluble trimer and prevents intermolecular association above millimolar concentrations. This new folding motif, formed through a synergy between hydrogen bonds and pi-stacking, is so robust that even dimers have secondary structure in solution.

  DOI：

  10.1021/ja034001d
• 作为产物：
  描述：

  methyl 3,5-bis(chloromethyl)-2,4,6-tris(dodecyloxy)benzoate 在 氢氧化钾 、 sodium chlorite 、 sodium dihydrogenphosphate 、 氯化亚砜 、 四丙基高钌酸铵 、 2-甲基-2-丁烯 、 4 A molecular sieve 、 溶剂黄146 、 N-甲基吗啉氧化物 、 三乙胺 作用下， 以 二氯甲烷 、 异丙醇 、 叔丁醇 为溶剂， 反应 15.0h， 生成 3,5-bis[(β-phenethylamino)carbonyl]-2,4,6-tris(dodecyloxy)benzoic acid
  参考文献：
  名称：

  A Folded, Secondary Structure in Step-Growth Oligomers from Covalently Linked, Crowded Aromatics

  摘要：

  This study delineates general methods to create a new class of folded oligomers by covalently attaching overcrowded aromatics to each other. Crucial to observing the secondary structure in these oligomers was the employment of C-shaped linkers. These linkers preorganize the strands to form intramolecular hydrogen bonds. In solution, one- and two-dimensional H-1 NMR data show well-defined columnar conformations. The side chains in these oligomers are critical for the secondary structure to emerge in solution. Using tris (dodecyloxy) phen ethyl side chains in combination with tert-butyl side chains in the terminal subunit provides a soluble trimer and prevents intermolecular association above millimolar concentrations. This new folding motif, formed through a synergy between hydrogen bonds and pi-stacking, is so robust that even dimers have secondary structure in solution.

  DOI：

  10.1021/ja034001d

文献信息

• A Folded, Secondary Structure in Step-Growth Oligomers from Covalently Linked, Crowded Aromatics
  作者：Wei Zhang、Dana Horoszewski、John Decatur、Colin Nuckolls

  DOI：10.1021/ja034001d

  日期：2003.4.1

  This study delineates general methods to create a new class of folded oligomers by covalently attaching overcrowded aromatics to each other. Crucial to observing the secondary structure in these oligomers was the employment of C-shaped linkers. These linkers preorganize the strands to form intramolecular hydrogen bonds. In solution, one- and two-dimensional H-1 NMR data show well-defined columnar conformations. The side chains in these oligomers are critical for the secondary structure to emerge in solution. Using tris (dodecyloxy) phen ethyl side chains in combination with tert-butyl side chains in the terminal subunit provides a soluble trimer and prevents intermolecular association above millimolar concentrations. This new folding motif, formed through a synergy between hydrogen bonds and pi-stacking, is so robust that even dimers have secondary structure in solution.