(1R,1aR,1bS,5aR)-4,4-Dimethyl-5-oxo-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carbaldehyde | 185041-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (1R,1aR,1bS,5aR)-4,4-Dimethyl-5-oxo-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carbaldehyde
• 英文别名: (1S,2R,3R,4R)-7,7-dimethyl-5-oxo-8-oxa-6-azatricyclo[4.3.0.02,4]nonane-3-carbaldehyde
• CAS: 185041-49-0
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: YFMDXMQTDKUSHN-NGJRWZKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,1aR,1bS,5aR)-4,4-Dimethyl-5-oxo-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carbaldehyde 在 palladium on activated charcoal 4-二甲氨基吡啶 、 lithium hydroxide 、 jones reagent 、 lutidine 、 camphor-10-sulfonic acid 、 氢气 、 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 (1S,2R,3R)-2-((S)-tert-Butoxycarbonylamino-methoxycarbonyl-methyl)-3-ethyl-cyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Syntheses of trans-3′-substituted-CCG-IV analogs and their characterization to ionotropic glutamate receptors

  摘要：

  Trans-3'-substituted-CCG-IV analogs (2 and 3) were efficiently synthesized via an intramolecular cycloaddition of diazoacetamide 4a using a chiral rhodium catalyst. These analogs evoked marked depolarization through ionotropic glutamate receptors on the spinal motoneurons or the kainate-sensitive dorsal root C-fiber of new born rats even though their binding affinities for the receptors on rat brain synaptic membranes were relatively low. These results suggest that the depolarizing action on C-fiber is not caused by the activation of kainate high affinity sites. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00436-2
• 作为产物：
  描述：

  (1R,1aR,1bS,5aR)-1-Hydroxymethyl-4,4-dimethyl-tetrahydro-3-oxa-4a-aza-cyclopropa[a]pentalen-5-one 在 重铬酸吡啶 作用下， 以72%的产率得到(1R,1aR,1bS,5aR)-4,4-Dimethyl-5-oxo-hexahydro-3-oxa-4a-aza-cyclopropa[a]pentalene-1-carbaldehyde
  参考文献：
  名称：

  Syntheses of trans-3′-substituted-CCG-IV analogs and their characterization to ionotropic glutamate receptors

  摘要：

  Trans-3'-substituted-CCG-IV analogs (2 and 3) were efficiently synthesized via an intramolecular cycloaddition of diazoacetamide 4a using a chiral rhodium catalyst. These analogs evoked marked depolarization through ionotropic glutamate receptors on the spinal motoneurons or the kainate-sensitive dorsal root C-fiber of new born rats even though their binding affinities for the receptors on rat brain synaptic membranes were relatively low. These results suggest that the depolarizing action on C-fiber is not caused by the activation of kainate high affinity sites. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0960-894x(96)00436-2