N,N-9-fluorenylmethyloxycarbonyl-(4-methoxybenzyl)-4-aminobenzoic acid | 887751-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N,N-9-fluorenylmethyloxycarbonyl-(4-methoxybenzyl)-4-aminobenzoic acid
• 英文别名: 4-[9H-fluoren-9-ylmethoxycarbonyl-[(4-methoxyphenyl)methyl]amino]benzoic acid
• CAS: 887751-39-5
• 化学式: C₃₀H₂₅NO₅
• 分子量: 479.532
• InChiKey: SWTGLSKYDBEVSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-9-fluorenylmethyloxycarbonyl-(4-methoxybenzyl)-4-aminobenzoic acid 在 氯化亚砜 、 三乙胺 、 三氟乙酸 、 Wang resin 作用下， 以 N-甲基吡咯烷酮 、 二氯甲烷 为溶剂， 反应 27.5h， 生成 4-[(4-硝基苯甲酰基)氨基]苯甲酸
  参考文献：
  名称：

  Solid-Phase Synthesis of Oligo(p-benzamide) Foldamers

  摘要：

  A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.

  DOI：

  10.1021/ol0603357
• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 、 N-(4-甲氧基苄基)-4-氨基苯甲酸 以 N-甲基吡咯烷酮 为溶剂， 反应 15.0h， 以85%的产率得到N,N-9-fluorenylmethyloxycarbonyl-(4-methoxybenzyl)-4-aminobenzoic acid
  参考文献：
  名称：

  Solid-Phase Synthesis of Oligo(p-benzamide) Foldamers

  摘要：

  A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.

  DOI：

  10.1021/ol0603357

文献信息

• Solid-Phase Synthesis of Oligo(<i>p</i>-benzamide) Foldamers
  作者：Hannah M. König、Robert Abbel、Dieter Schollmeyer、Andreas F. M. Kilbinger

  DOI：10.1021/ol0603357

  日期：2006.4.1

  A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.