2-(benzamidomethyl)-1,4,7-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane | 439614-45-6

• 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-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane
• 英文别名: N-[[1,4,7-tris-(4-methylphenyl)sulfonyl-1,4,7-triazonan-2-yl]methyl]benzamide
• CAS: 439614-45-6
• 化学式: C₃₅H₄₀N₄O₇S₃
• 分子量: 724.923
• InChiKey: JNCBUKGOLBNPNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  49
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  166
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-(benzamidomethyl)-1,4,7-tris(p-toluenesulfonyl)-1,4,7-triazacyclononane 在 硫酸 作用下， 反应 18.0h， 以50%的产率得到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
• 作为产物：
  描述：

  N-(2,3-dihydroxypropyl)benzamide 在 4-二甲氨基吡啶 、 caesium carbonate 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-(benzamidomethyl)-1,4,7-tris(p-toluenesulfonyl)-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.