7-amino-4-isobutoxy-8-methoxyquinoline-2-carboxylic acid | 1155266-81-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-amino-4-isobutoxy-8-methoxyquinoline-2-carboxylic acid
• 英文别名: 7-Amino-8-methoxy-4-(2-methylpropoxy)quinoline-2-carboxylic acid
• CAS: 1155266-81-1
• 化学式: C₁₅H₁₈N₂O₄
• 分子量: 290.319
• InChiKey: DHNZZMFLHJCUCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  94.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-amino-4-isobutoxy-8-methoxyquinoline-2-carboxylic acid 在 三苯基二氯化膦 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以46%的产率得到37,40,43,46-Tetramethoxy-6,15,24,33-tetrakis(2-methylpropoxy)-2,11,20,29,39,42,45,48-octazanonacyclo[29.5.3.34,10.313,19.322,28.034,38.07,47.016,44.025,41]octatetraconta-1(37),2,4,6,8,10(46),11,13,15,17,19(43),20,22,24,26,28(40),29,31,33,35,38,41,44,47-tetracosaene-3,12,21,30-tetrol
  参考文献：
  名称：

  H-bonding directed one-step synthesis of novel macrocyclic peptides from ε-aminoquinolinecarboxylic acid

  摘要：

  Two macrocyclic peptides 1a and 1b were synthesized directly from epsilon-aminoquinoliiiecarboxylic acid 2a and 2b, respectively. The preorganization of the uncyclized intermediates mediated by hydrogen bonding assisted the cyclization. The structures of 1a and 1b were characterized by H-1 and C-13 NMR spectroscopy and MALDI-TOF MS analysis. Solid state structure of la was investigated by single crystal X-ray studies. Their aggregation behaviors in solution were studied by both variable concentration and temperature H-1 NMR experiments. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.207
• 作为产物：
  描述：

  methyl 7-amino-4-isobutoxy-8-methoxyquinoline-2-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 以95%的产率得到7-amino-4-isobutoxy-8-methoxyquinoline-2-carboxylic acid
  参考文献：
  名称：

  H-bonding directed one-step synthesis of novel macrocyclic peptides from ε-aminoquinolinecarboxylic acid

  摘要：

  Two macrocyclic peptides 1a and 1b were synthesized directly from epsilon-aminoquinoliiiecarboxylic acid 2a and 2b, respectively. The preorganization of the uncyclized intermediates mediated by hydrogen bonding assisted the cyclization. The structures of 1a and 1b were characterized by H-1 and C-13 NMR spectroscopy and MALDI-TOF MS analysis. Solid state structure of la was investigated by single crystal X-ray studies. Their aggregation behaviors in solution were studied by both variable concentration and temperature H-1 NMR experiments. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.207