methyl 2-(2'-bromo-5'-methoxyphenyl)hexanoate | 1192487-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 2-(2'-bromo-5'-methoxyphenyl)hexanoate
• 英文别名: Methyl 2-(2-bromo-5-methoxyphenyl)hexanoate；methyl 2-(2-bromo-5-methoxyphenyl)hexanoate
• CAS: 1192487-16-3
• 化学式: C₁₄H₁₉BrO₃
• 分子量: 315.207
• InChiKey: MEJQBMCPSWCRGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-碘丁烷 、 methyl 2-(2'-bromo-5'-methoxyphenyl)hexanoate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以93%的产率得到methyl 2-(2'-bromo-5'-methoxyphenyl)-2-butylhexanoate
  参考文献：
  名称：

  Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization

  摘要：

  A new cyclic nitrone spin trap, [4-(3'.3'-dibutyl-2'-oxy-3'H-isoindol-5'-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation-cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.081
• 作为产物：
  描述：

  1-碘丁烷 、 2-溴-5-甲氧基苯乙酸甲酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以91%的产率得到methyl 2-(2'-bromo-5'-methoxyphenyl)hexanoate
  参考文献：
  名称：

  Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization

  摘要：

  A new cyclic nitrone spin trap, [4-(3'.3'-dibutyl-2'-oxy-3'H-isoindol-5'-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation-cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.081

文献信息

• Synthesis of a mitochondria-targeted spin trap using a novel Parham-type cyclization
  作者：Caroline Quin、Jan Trnka、Alison Hay、Michael P. Murphy、Richard C. Hartley

  DOI：10.1016/j.tet.2009.07.081

  日期：2009.9

  A new cyclic nitrone spin trap, [4-(3'.3'-dibutyl-2'-oxy-3'H-isoindol-5'-yloxy)butyl]triphenylphosphonium bromide (MitoSpin), bearing a lipophilic cation has been prepared by a route that involves a novel Parham-type lithiation-cyclization of an isocyanate to give the isoindolinone core. MitoSpin accumulates in a membrane potential dependent way in energized mitochondria and its oxidation could potentially be used in the study of oxidative stress resulting from reactive oxygen species generated in mitochondria. (C) 2009 Elsevier Ltd. All rights reserved.