1-methyl-4-phenyl-2-oxa-5-azabicyclo[2.2.2]octan-3-one | 282537-81-9

• 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: 1-methyl-4-phenyl-2-oxa-5-azabicyclo[2.2.2]octan-3-one
• CAS: 282537-81-9
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: RXPFAZWEEQNIFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-4-phenyl-2-oxa-5-azabicyclo[2.2.2]octan-3-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以82%的产率得到1,2,3,4,5,6-hexahydro-5α-hydroxy-5β-methyl-2β-phenyl-2α-pyridinemethanol
  参考文献：
  名称：

  Stereoselective Transformation of 2H-1,4-Oxazin-2-ones into 2,(2),5,5-Tri- and Tetrasubstituted Analogues of cis-5-Hydroxy-2-piperidinemethanol and cis-5-Hydroxy-6-oxo-2-piperidinecarboxylic Acid

  摘要：

  2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2-piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are converted further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00193-9
• 作为产物：
  描述：

  5-氯-6-甲基-3-苯基-1,4-恶嗪-2-酮 在 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 28.0h， 生成 1-methyl-4-phenyl-2-oxa-5-azabicyclo[2.2.2]octan-3-one
  参考文献：
  名称：

  Stereoselective Transformation of 2H-1,4-Oxazin-2-ones into 2,(2),5,5-Tri- and Tetrasubstituted Analogues of cis-5-Hydroxy-2-piperidinemethanol and cis-5-Hydroxy-6-oxo-2-piperidinecarboxylic Acid

  摘要：

  2,(2),5,5-Tri- and tetrasubstituted analogues of 5-hydroxy-2-piperidinemethanol and 5-hydroxy-6-oxo-2-piperidinecarboxylic acid have been prepared via Diels-Alder reaction of 3-substituted 2H-1,4-oxazin-2-ones with ethene followed by functional group transformation of the resulting imidoyl chloride and lactone groups. Some of the 2-piperidinemethanol products are converted further into potential substance P antagonists. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00193-9