N-cyanoacetylbornane-10,2-sultam

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-cyanoacetylbornane-10,2-sultam
• 英文别名: 3-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3lambda6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-oxopropanenitrile；3-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl]-3-oxopropanenitrile
• 化学式: C₁₃H₁₈N₂O₃S
• 分子量: 282.364
• InChiKey: ANRYWQKOYBTTJJ-GIPNMCIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 N-cyanoacetylbornane-10,2-sultam 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以95%的产率得到N-α-cyanocinnamoylbornane-10,2-sultam
  参考文献：
  名称：

  Stereocontrolled routes to derivatives of 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans

  摘要：

  The asymmetric Michael addition of cyanoacetates 2b-e and benzoylacetonitrile 6 to alpha-benzoylcinnamonitrile 3 and alpha-cyanocinnamates 7b-e, respectively, has been studied. The resulting 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans 4b-e have been obtained in moderate diastereomeric excess and good chemical yield.

  DOI：

  10.1016/0957-4166(94)00382-l
• 作为产物：
  描述：

  氰乙酸甲酯 、 (2R)-bornane-10,2-sultam 在 三甲基铝 作用下， 生成 N-cyanoacetylbornane-10,2-sultam
  参考文献：
  名称：

  Stereocontrolled routes to derivatives of 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans

  摘要：

  The asymmetric Michael addition of cyanoacetates 2b-e and benzoylacetonitrile 6 to alpha-benzoylcinnamonitrile 3 and alpha-cyanocinnamates 7b-e, respectively, has been studied. The resulting 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans 4b-e have been obtained in moderate diastereomeric excess and good chemical yield.

  DOI：

  10.1016/0957-4166(94)00382-l

文献信息

• Stereocontrolled routes to derivatives of 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans
  作者：Nazario Martín、Angeles Martínez-Grau、Carlos Seoane、JoséL. Marco

  DOI：10.1016/0957-4166(94)00382-l

  日期：1995.1

  The asymmetric Michael addition of cyanoacetates 2b-e and benzoylacetonitrile 6 to alpha-benzoylcinnamonitrile 3 and alpha-cyanocinnamates 7b-e, respectively, has been studied. The resulting 3-alkoxycarbonyl-2-amino-4-aryl-5-cyano-6-phenyl-4H-pyrans 4b-e have been obtained in moderate diastereomeric excess and good chemical yield.