2-(benzamidomethyl)-1,4,7-triazacyclononane | 439614-46-7

• 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: 2-(benzamidomethyl)-1,4,7-triazacyclononane
• 英文别名: N-(1,4,7-triazonan-2-ylmethyl)benzamide
• CAS: 439614-46-7
• 化学式: C₁₄H₂₂N₄O
• 分子量: 262.355
• InChiKey: DAQIOJIATSJLBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.2
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-bromo-5'-bromomethyl-2,2'-bipyridine 、 2-(benzamidomethyl)-1,4,7-triazacyclononane 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 反应 65.0h， 以30%的产率得到2-[N-((6-bromo-2,2'-bipyridine-5'-yl)methyl)benzamidomethyl]-1,4,7-tris[(6-bromo-2,2'-bipyridine-5'-yl)methyl]-1,4,7-triazacyclononane
  参考文献：
  名称：

  5‘-Substituted-6-carboxylic-2,2‘-bipyridine Acid:  A Pivotal Architecton for Building Preorganized Ligands

  摘要：

  A set of ligands bearing 6-bromo-2,2'-bipyridine pendant arms attached in the 5'-position are described. Trans formation of the bromo to an ester was performed by a carboethoxylation reaction promoted by low-valent Pd(0), while saponification followed by acidification gave the acids. The introduction of an appended function 3-nitrobenzyl, benzamidomethyl, and tert-butylacetyl opens the way to further functionalize these scaffolds for potential labeling of biological material. The synthetic protocols represent a valuable approach to the rational design of ligands bearing oxophilic and anionic sidearms.

  DOI：

  10.1021/jo0200015
• 作为产物：
  描述：

  N-(2,3-dihydroxypropyl)benzamide 在 4-二甲氨基吡啶 、 硫酸 、 caesium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 2-(benzamidomethyl)-1,4,7-triazacyclononane
  参考文献：
  名称：

  5‘-Substituted-6-carboxylic-2,2‘-bipyridine Acid:  A Pivotal Architecton for Building Preorganized Ligands

  摘要：

  A set of ligands bearing 6-bromo-2,2'-bipyridine pendant arms attached in the 5'-position are described. Trans formation of the bromo to an ester was performed by a carboethoxylation reaction promoted by low-valent Pd(0), while saponification followed by acidification gave the acids. The introduction of an appended function 3-nitrobenzyl, benzamidomethyl, and tert-butylacetyl opens the way to further functionalize these scaffolds for potential labeling of biological material. The synthetic protocols represent a valuable approach to the rational design of ligands bearing oxophilic and anionic sidearms.

  DOI：

  10.1021/jo0200015

文献信息

• 5‘-Substituted-6-carboxylic-2,2‘-bipyridine Acid:  A Pivotal Architecton for Building Preorganized Ligands
  作者：Loïc J. Charbonnière、Nicolas Weibel、Raymond F. Ziessel

  DOI：10.1021/jo0200015

  日期：2002.5.1

  A set of ligands bearing 6-bromo-2,2'-bipyridine pendant arms attached in the 5'-position are described. Trans formation of the bromo to an ester was performed by a carboethoxylation reaction promoted by low-valent Pd(0), while saponification followed by acidification gave the acids. The introduction of an appended function 3-nitrobenzyl, benzamidomethyl, and tert-butylacetyl opens the way to further functionalize these scaffolds for potential labeling of biological material. The synthetic protocols represent a valuable approach to the rational design of ligands bearing oxophilic and anionic sidearms.