ethyl cis-2-[2-(1,3-dioxolan-2-yl)ethyl]-5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl cis-2-[2-(1,3-dioxolan-2-yl)ethyl]-5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate
• 英文别名: ethyl (2R,5S)-2-[2-(1,3-dioxolan-2-yl)ethyl]-5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: AFWVTQZWHYYGPD-ADUPEVMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二恶烷 在 sodium hydride 、 magnesium monoperoxyphthalate hexahydrate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 ethyl cis-2-[2-(1,3-dioxolan-2-yl)ethyl]-5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate
  参考文献：
  名称：

  Synthesis of Ethyl 5-Phenyl-6-Oxa-1-Azabicyclo[3.1.0]hexane-2-carboxylate Derivatives and Evaluation of Their Antimalarial Activities

  摘要：

  Derivatives of ethyl 5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate (14-20), with side chains varying from three to five carbon atoms and bearing various substituents, have been prepared from ethyl 2-phenyl-1-pyrroline-5-carboxylate (12). Their in vitro activity against P. falciparum (K1 strain) and antimycobacterium and also their cytotoxic activity against Vero cell have been evaluated.

  DOI：

  10.1021/jm020452h

文献信息

• Synthesis of Ethyl 5-Phenyl-6-Oxa-1-Azabicyclo[3.1.0]hexane-2-carboxylate Derivatives and Evaluation of Their Antimalarial Activities
  作者：Nongpanga Ningsanont、David St. C. Black、Rachada Chanphen、Yodhathai Thebtaranonth

  DOI：10.1021/jm020452h

  日期：2003.6.1

  Derivatives of ethyl 5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate (14-20), with side chains varying from three to five carbon atoms and bearing various substituents, have been prepared from ethyl 2-phenyl-1-pyrroline-5-carboxylate (12). Their in vitro activity against P. falciparum (K1 strain) and antimycobacterium and also their cytotoxic activity against Vero cell have been evaluated.