O-methoxymethyl-2-(N,n'-dimethylimidazolyl)-6-bromophenol | 236094-19-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: O-methoxymethyl-2-(N,n'-dimethylimidazolyl)-6-bromophenol
• CAS: 236094-19-2
• 化学式: C₁₃H₁₉BrN₂O₂
• 分子量: 315.21
• InChiKey: AJIYTVSIZDMKDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  O-methoxymethyl-2-(N,n'-dimethylimidazolyl)-6-bromophenol 在 正丁基锂 、 硼酸三甲酯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以46%的产率得到3-boronylsalicylaldehyde
  参考文献：
  名称：

  Sugar sensing using chiral salen-Co(II) complexes

  摘要：

  Two chiral salen-Co(II) complexes, (R)-7 and (R)-8 bearing two boronic acid groups were synthesized. The saccharide-binding event was conveniently minitored by a spectral change in UV-vis absorption spectroscopy arising from saccharide-boronic acids complexation. Since the distance between the two boronic acid groups is shorter than other diboronic acid-based receptors, the saccharide selectivity is quite different from other systems: the largest association constant was observed for fructose and the next for talose. In addition, chiral recognition was achieved for certain saccharides: the largest discrimination was 2.1 observed for (R)-7 with D/L-allose. These results indicate that the salen-metal complexes provide an excellent basic skeleton for designing the chiral sugar sensing systems. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00519-0
• 作为产物：
  描述：

  1,3-二溴-2-(甲氧基甲氧基)苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 5.0h， 生成 O-methoxymethyl-2-(N,n'-dimethylimidazolyl)-6-bromophenol
  参考文献：
  名称：

  Sugar sensing using chiral salen-Co(II) complexes

  摘要：

  Two chiral salen-Co(II) complexes, (R)-7 and (R)-8 bearing two boronic acid groups were synthesized. The saccharide-binding event was conveniently minitored by a spectral change in UV-vis absorption spectroscopy arising from saccharide-boronic acids complexation. Since the distance between the two boronic acid groups is shorter than other diboronic acid-based receptors, the saccharide selectivity is quite different from other systems: the largest association constant was observed for fructose and the next for talose. In addition, chiral recognition was achieved for certain saccharides: the largest discrimination was 2.1 observed for (R)-7 with D/L-allose. These results indicate that the salen-metal complexes provide an excellent basic skeleton for designing the chiral sugar sensing systems. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00519-0