JN 403 hydrochloride | 1181364-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: JN 403 hydrochloride
• 英文别名: (S)-(1-aza-bicyclo[2.2.2]oct-3-yl)carbamic acid (S)-1-(2-fluorophenyl)ethyl ester hydrochloride；(1-Aza-bicyclo[2.2.2]oct-3(S)--yl)-carbamic acid 1(S)-(2-fluoro-phenyl)-ethyl ester；[(1S)-1-(2-fluorophenyl)ethyl] N-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]carbamate;hydrochloride
• CAS: 1181364-63-5
• 化学式: C₁₆H₂₁FN₂O₂*ClH
• 分子量: 328.814
• InChiKey: URDAZBBSSNOBDH-OTKFKWBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  41.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-(1-aza-bicyclo[2.2.2]oct-3-yl)-carbamic acid (S)-1-(2-fluoro-phenyl)-ethyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以61%的产率得到JN 403 hydrochloride
  参考文献：
  名称：

  Concise Synthesis of JN403, a Novel Nicotinic Acetylcholine Receptor α7 Selective Agonist

  摘要：

  A three-step method for the synthesis of (S)-(1-aza-bicyclo[2.2.2]oct-3-yl)carbamic acid (S)-1-(2-fluorophenyl)ethyl ester HCl salt (12) was developed, starting from alcohol 3 and resulting in an overall yield of 50%. A key feature of the present study is the need to use a strong base such as n-butyllithium for neutralizing the HCl salt of 5 during the condensation of 4 with 5.

  DOI：

  10.1080/00397910802663378

文献信息

• Concise Synthesis of JN403, a Novel Nicotinic Acetylcholine Receptor α7 Selective Agonist
  作者：Xinglong Jiang、Kapa Prasad、Oljan Repič

  DOI：10.1080/00397910802663378

  日期：2009.7.7

  A three-step method for the synthesis of (S)-(1-aza-bicyclo[2.2.2]oct-3-yl)carbamic acid (S)-1-(2-fluorophenyl)ethyl ester HCl salt (12) was developed, starting from alcohol 3 and resulting in an overall yield of 50%. A key feature of the present study is the need to use a strong base such as n-butyllithium for neutralizing the HCl salt of 5 during the condensation of 4 with 5.