(S)-methyl 4-(3,4-dichlorophenyl)-4-(naphthalen-1-yl)butanoate | 1097642-31-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-methyl 4-(3,4-dichlorophenyl)-4-(naphthalen-1-yl)butanoate
• CAS: 1097642-31-3
• 化学式: C₂₁H₁₈Cl₂O₂
• 分子量: 373.279
• InChiKey: ZEKVZFAFHVZPSJ-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.23
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-methyl 4-(3,4-dichlorophenyl)-4-(naphthalen-1-yl)butanoate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以99%的产率得到(S)-4-(3,4-dichlorophenyl)-4-(naphthalen-1-yl)butanoic acid
  参考文献：
  名称：

  1-Naphthyl and 4-indolyl arylalkylamines as selective monoamine reuptake inhibitors

  摘要：

  A series of enantiomerically pure 1-naphthyl and 4-indolyl arylalkylamines were prepared and evaluated for their binding affinities to the monoamine transporters. The two series of enantiomers displayed considerable differences in binding selectivity between the monoamine transporters, leading to the design of (S)-4-(3,4-dichlorophenyl)-4-(1H-indol-4-yl)-N-methylbutan-1-amine as a potent inhibitor for the dopamine and serotonin transporters. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.022
• 作为产物：
  描述：

  (S,E)-methyl 4-(3,4-dichlorophenyl)-4-(naphthalen-5-yl)but-2-enoate 在 Wilkinson's catalyst 、 氢气 作用下， 以 乙醇 为溶剂， 以96%的产率得到(S)-methyl 4-(3,4-dichlorophenyl)-4-(naphthalen-1-yl)butanoate
  参考文献：
  名称：

  1-Naphthyl and 4-indolyl arylalkylamines as selective monoamine reuptake inhibitors

  摘要：

  A series of enantiomerically pure 1-naphthyl and 4-indolyl arylalkylamines were prepared and evaluated for their binding affinities to the monoamine transporters. The two series of enantiomers displayed considerable differences in binding selectivity between the monoamine transporters, leading to the design of (S)-4-(3,4-dichlorophenyl)-4-(1H-indol-4-yl)-N-methylbutan-1-amine as a potent inhibitor for the dopamine and serotonin transporters. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.022