(4aRS,10RS,10aRS)2H-1,4-ethano-3,4,4a,5,10,10a-hexahydro-5-(2-methoxyphenyl)methyl-10-phenyl-benzo-1,5-naphthyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (4aRS,10RS,10aRS)2H-1,4-ethano-3,4,4a,5,10,10a-hexahydro-5-(2-methoxyphenyl)methyl-10-phenyl-benzo-1,5-naphthyridine
• 英文别名: (2S,3S,11S)-10-[(2-methoxyphenyl)methyl]-3-phenyl-1,10-diazatetracyclo[10.2.2.02,11.04,9]hexadeca-4,6,8-triene
• 化学式: C₂₈H₃₀N₂O
• 分子量: 410.559
• InChiKey: MSYYXGWOOXIBRS-KCHLEUMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-奎宁环酮 在 sodium tetrahydroborate 、 正丁基锂 、 hydroxide 、 copper(I) bromide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (4aRS,10RS,10aRS)2H-1,4-ethano-3,4,4a,5,10,10a-hexahydro-5-(2-methoxyphenyl)methyl-10-phenyl-benzo-1,5-naphthyridine
  参考文献：
  名称：

  Synthesis of a benzo[b]-1,5-naphthyridine derivative as a potential constrained NK1 receptor antagonist

  摘要：

  A short synthesis of a cyclic constrained analogue 1 of the potent Substance P antagonist (+/-) CP-96345 is described. The key feature is the formation of the benzo[b]-1,5-naphthyriandine system at the very last step of the synthesis throught an intramolecular arylation of an amine promoted by a strong base. If the tricyclic system was synthesized first, 2-methoxy benzylation of both the nitrogen atoms occurred.

  DOI：

  10.1016/s0040-4039(00)78224-4

文献信息

• Synthesis of a benzo[b]-1,5-naphthyridine derivative as a potential constrained NK1 receptor antagonist
  作者：Giovanni Viti、Danilo Giannotti、Rossano Nannicini、Giuseppe Balacco、Vittorio Pestellini

  DOI：10.1016/s0040-4039(00)78224-4

  日期：1994.8

  A short synthesis of a cyclic constrained analogue 1 of the potent Substance P antagonist (+/-) CP-96345 is described. The key feature is the formation of the benzo[b]-1,5-naphthyriandine system at the very last step of the synthesis throught an intramolecular arylation of an amine promoted by a strong base. If the tricyclic system was synthesized first, 2-methoxy benzylation of both the nitrogen atoms occurred.