(2S)-3-(6-fluoronaphthalen-2-yl)-1,2-dimethyl-2,5-dihydropyrrole | 823178-97-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (2S)-3-(6-fluoronaphthalen-2-yl)-1,2-dimethyl-2,5-dihydropyrrole
• CAS: 823178-97-8
• 化学式: C₁₆H₁₆FN
• 分子量: 241.308
• InChiKey: XKUXGLVIYXGMNK-NSHDSACASA-N

物化性质

• 沸点：
  363.4±30.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴-6-氟萘 在 iron(III) chloride on silica 、 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 (2S)-3-(6-fluoronaphthalen-2-yl)-1,2-dimethyl-2,5-dihydropyrrole
  参考文献：
  名称：

  Microwave assisted synthesis of chiral pyrrolines with biological activity

  摘要：

  A new, high yield regioselective reaction affording racemic and enantiomeric 1,2-dimethyl-3-[2-(6-substituted naphthyl)]-2H,5H-pyrrolines is reported. Compounds were provided by dehydration of the corresponding 1,2-dimethyl-3[2-(6-substituted naphthyl)]-3-hydroxy-pyrrolidines under microwave irradiation and solvent-free conditions. Pharmacological properties of enantiomeric compounds are also described; the analgesic activity was investigated by the hot plate test. A conformational analysis of the compounds was carried out by molecular modeling techniques with the aim to get information about the fitting to known analgesic pharmacophore models. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.10.001