methyl 4-(dodecyloxy)-8-methoxy-7-nitroquinoline-2-carboxylate | 1155266-78-6

• 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: methyl 4-(dodecyloxy)-8-methoxy-7-nitroquinoline-2-carboxylate
• CAS: 1155266-78-6
• 化学式: C₂₄H₃₄N₂O₆
• 分子量: 446.544
• InChiKey: NJILQQOFCZEUPY-UHFFFAOYSA-N

物化性质

• 沸点：
  568.6±45.0 °C(predicted)
• 密度：
  1.127±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  32.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  100.79
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  methyl 4-(dodecyloxy)-8-methoxy-7-nitroquinoline-2-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、400.01 kPa 条件下， 以100%的产率得到
  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：

  十二烷醇 、 methyl 8-methoxy-7-nitro-4-oxo-1,4-dihydroquinoline-2-carboxylate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到methyl 4-(dodecyloxy)-8-methoxy-7-nitroquinoline-2-carboxylate
  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