N-(3-iodobenzoyl)-N'-(2-phenylethyl)-N''-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid diamide | 247140-14-3

• 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: N-(3-iodobenzoyl)-N'-(2-phenylethyl)-N''-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid diamide
• 英文别名: 3-iodo-N-[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-N-[2-oxo-2-(2-phenylethylamino)ethyl]benzamide
• CAS: 247140-14-3
• 化学式: C₂₈H₃₀IN₃O₄
• 分子量: 599.468
• InChiKey: IXLMCDRAARBFEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-iodobenzoyl)-N'-(2-phenylethyl)-N''-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid diamide 在 palladium on activated charcoal 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到N-[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-3-[3-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]carbamoyl]phenyl]-N-[2-oxo-2-(2-phenylethylamino)ethyl]benzamide
  参考文献：
  名称：

  Convergent Solution-Phase Combinatorial Synthesis with Multiplication of Diversity through Rigid Biaryl and Diarylacetylene Couplings

  摘要：

  The solution-phase synthesis of iminodiacetic acid diamide libraries Linked to aryl iodides and their Pd-catalyzed dimerization are detailed. Mixtures containing 64 980 components are synthesized in only 4 steps from N-BOC-iminodiacetic acid anhydride (1) and 21 readily available starting materials, demonstrating the multiplication of diversity achievable by the convergent assembly of building blocks. Both biaryl formation and sequential Stille couplings with bis(tributylstannyl)acetylene are utilized to dimerize the functionalized iminodiacetic acid diamide precursors resulting in product libraries with two sets of binding groups separated by variable length rigid linkers suitable for probing protein-protein interactions. Deconvolution libraries synthesized alongside the full mixtures allow for identification of active components.

  DOI：

  10.1021/jo990639p
• 作为产物：
  描述：

  N-((tert-butyloxy)carbonyl)-N'-(2-(phenyl)ethyl)iminodiacetic acid monoamide 在 盐酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 N-(3-iodobenzoyl)-N'-(2-phenylethyl)-N''-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid diamide
  参考文献：
  名称：

  Convergent Solution-Phase Combinatorial Synthesis with Multiplication of Diversity through Rigid Biaryl and Diarylacetylene Couplings

  摘要：

  The solution-phase synthesis of iminodiacetic acid diamide libraries Linked to aryl iodides and their Pd-catalyzed dimerization are detailed. Mixtures containing 64 980 components are synthesized in only 4 steps from N-BOC-iminodiacetic acid anhydride (1) and 21 readily available starting materials, demonstrating the multiplication of diversity achievable by the convergent assembly of building blocks. Both biaryl formation and sequential Stille couplings with bis(tributylstannyl)acetylene are utilized to dimerize the functionalized iminodiacetic acid diamide precursors resulting in product libraries with two sets of binding groups separated by variable length rigid linkers suitable for probing protein-protein interactions. Deconvolution libraries synthesized alongside the full mixtures allow for identification of active components.

  DOI：

  10.1021/jo990639p