3-iodo-N-[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]benzamide | 247140-17-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 3-iodo-N-[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]benzamide
• CAS: 247140-17-6
• 化学式: C₃₂H₃₇IN₄O₅
• 分子量: 684.574
• InChiKey: BRFNMYOOOBZVCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  42
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-iodo-N-[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]benzamide 在 palladium on activated charcoal 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到N-[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]-3-[3-[[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]carbamoyl]phenyl]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 18.0h， 生成 3-iodo-N-[4-[[2-[2-(4-methoxyphenyl)ethylamino]-2-oxoethyl]-[2-oxo-2-(2-phenylethylamino)ethyl]amino]-4-oxobutyl]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