N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) | 1408284-24-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide)
• CAS: 1408284-24-1
• 化学式: C₃₄H₅₀N₆O₅Si
• 分子量: 650.894
• InChiKey: NQYIYRUUEGLETF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  46.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  157.21
• 氢给体数：
  6.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  丹酰氯 、 N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 以74%的产率得到3,5-bis((5-(butylcarbamoyl)-1H-pyrrole-2-carboxamido)methyl)phenyl 5-(dimethylamino)naphthalene-1-sulfonate
  参考文献：
  名称：

  Fluorescent receptor for dicarboxylates based on pyrrolecarboxamides

  摘要：

  Neutral ditopic and fluorescent receptor 1 based on two 2,5-pyrrolecarboxamide units shows a strong association with dicarboxylate anions such as glutarate and adipate through multiple hydrogen bonds. Fluorescence and H-1 NMR titrations display a 1: 1 stoichiometry for the complexes, with glutarate as the most strongly bound guest. Receptor 1 exhibits PET-induced fluorescence quenching upon recognition due to the presence of a dansyl group. The synthetic methodology described here might provide access to closely related receptors by the introduction of different fluorophores in the last step of the synthesis.

  DOI：

  10.1080/10610278.2012.671523
• 作为产物：
  描述：

  methyl 5-(butylcarbamoyl)-1H-pyrrole-2-carboxylate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 22.33h， 生成 N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide)
  参考文献：
  名称：

  Fluorescent receptor for dicarboxylates based on pyrrolecarboxamides

  摘要：

  Neutral ditopic and fluorescent receptor 1 based on two 2,5-pyrrolecarboxamide units shows a strong association with dicarboxylate anions such as glutarate and adipate through multiple hydrogen bonds. Fluorescence and H-1 NMR titrations display a 1: 1 stoichiometry for the complexes, with glutarate as the most strongly bound guest. Receptor 1 exhibits PET-induced fluorescence quenching upon recognition due to the presence of a dansyl group. The synthetic methodology described here might provide access to closely related receptors by the introduction of different fluorophores in the last step of the synthesis.

  DOI：

  10.1080/10610278.2012.671523