4-[2-(3-fluoro-phenyl)-ethyl]piperazine-1-carboxylic acid ethyl ester | 862158-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[2-(3-fluoro-phenyl)-ethyl]piperazine-1-carboxylic acid ethyl ester
• 英文别名: ethyl 4-[2-(3-fluorophenyl)ethyl]piperazine-1-carboxylate
• CAS: 862158-61-0
• 化学式: C₁₅H₂₁FN₂O₂
• 分子量: 280.342
• InChiKey: LGKHXQBMIBPRMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[2-(3-fluoro-phenyl)-ethyl]piperazine-1-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 12.0h， 以99%的产率得到1-[2-(3-氟苯基)乙基]哌嗪
  参考文献：
  名称：

  Synthesis of Pharmacologically Relevant Indoles with Amine Side Chains via Tandem Hydroformylation/Fischer Indole Synthesis

  摘要：

  The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.

  DOI：

  10.1021/jo050464l
• 作为产物：
  描述：

  3-氟苯乙酸 在 咪唑 、 lithium aluminium tetrahydride 、 溴 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 生成 4-[2-(3-fluoro-phenyl)-ethyl]piperazine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of Pharmacologically Relevant Indoles with Amine Side Chains via Tandem Hydroformylation/Fischer Indole Synthesis

  摘要：

  The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.

  DOI：

  10.1021/jo050464l