tert-butyl (1R,5S,7s)-7-(methoxy(methyl)carbamoyl)-3-azabicyclo[3.3.1]nonane-3-carboxylate | 1443663-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (1R,5S,7s)-7-(methoxy(methyl)carbamoyl)-3-azabicyclo[3.3.1]nonane-3-carboxylate
• CAS: 1443663-94-2
• 化学式: C₁₆H₂₈N₂O₄
• 分子量: 312.409
• InChiKey: SJRFFCHINXZOAJ-CLLJXQQHSA-N

物化性质

• 沸点：
  391.7±52.0 °C(predicted)
• 密度：
  1.114±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (1R,5S,7s)-7-(methoxy(methyl)carbamoyl)-3-azabicyclo[3.3.1]nonane-3-carboxylate 在 正丁基锂 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Novel nicotinic acetylcholine receptor agonists containing carbonyl moiety as a hydrogen bond acceptor

  摘要：

  A novel series of alpha 4 beta 2 nAChR agonists lacking common pyridine or its bioisosteric heterocycle have been disclosed. Essential pharmacophoric elements of the series are exocyclic carbonyl moiety as a hydrogen bond acceptor and secondary amino group within diaza- or azabicyclic scaffold. Computer modeling studies suggested that molecular shape of the ligand also contributes to promotion of agonism. Proof of concept for improving working memory performance in a novel object recognition task has been demonstrated on a representative of the series, 3-propionyl-3,7-diazabicyclo[3.3.0]octane (34). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.058
• 作为产物：
  描述：

  3-(tert-butyl) 7-methyl (1R,5S,7s)-9-oxo-3-azabicyclo[3.3.1]nonane-3,7-dicarboxylate 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 对甲苯磺酰肼 、 lithium hydroxide 作用下， 生成 tert-butyl (1R,5S,7s)-7-(methoxy(methyl)carbamoyl)-3-azabicyclo[3.3.1]nonane-3-carboxylate
  参考文献：
  名称：

  Novel nicotinic acetylcholine receptor agonists containing carbonyl moiety as a hydrogen bond acceptor

  摘要：

  A novel series of alpha 4 beta 2 nAChR agonists lacking common pyridine or its bioisosteric heterocycle have been disclosed. Essential pharmacophoric elements of the series are exocyclic carbonyl moiety as a hydrogen bond acceptor and secondary amino group within diaza- or azabicyclic scaffold. Computer modeling studies suggested that molecular shape of the ligand also contributes to promotion of agonism. Proof of concept for improving working memory performance in a novel object recognition task has been demonstrated on a representative of the series, 3-propionyl-3,7-diazabicyclo[3.3.0]octane (34). (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.058