(1S,6R,7R,9S,Z)-methyl 9-(4-chlorophenyl)-10-(hydroxyimino)-8-azabicyclo[4.3.1]deca-2,4-diene-7-carboxylate | 1574240-54-2

• 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: (1S,6R,7R,9S,Z)-methyl 9-(4-chlorophenyl)-10-(hydroxyimino)-8-azabicyclo[4.3.1]deca-2,4-diene-7-carboxylate
• CAS: 1574240-54-2
• 化学式: C₁₇H₁₇ClN₂O₃
• 分子量: 332.787
• InChiKey: ISGQALZRMSSZSX-VVNFUCAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.92
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,6R,7R,9S,Z)-methyl 9-(4-chlorophenyl)-10-(hydroxyimino)-8-azabicyclo[4.3.1]deca-2,4-diene-7-carboxylate 在 4-二甲氨基吡啶 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 9.0h， 以70%的产率得到(1S,2Z,4Z,6R,7R,9R)-methyl 9-(4-chlorophenyl)-11-oxo-8,10-diazabicyclo[4.3.2] undeca-2,4-diene-7-carboxylate
  参考文献：
  名称：

  Cu(I)-Catalyzed Regio- and Stereoselective [6 + 3] Cycloaddition of Azomethine Ylides with Tropone: An Efficient Asymmetric Access to Bridged Azabicyclo[4.3.1]decadienes

  摘要：

  An unprecedented Cu(I)-catalyzed asymmetric [6 + 3] cycloaddition of tropone with azomethine ylides was reported, which performs well over a broad scope of substrates and offers a unique and facile access to the synthetically useful bridged azabicyclo[4.3.1]decadiene derivatives in good yields with high levels of diastereoselectivities and enantioselectivities under mild conditions.

  DOI：

  10.1021/ja500878c
• 作为产物：
  描述：

  methyl N-(4-chlorobenzylidene)glycinate 在 tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 C₂₅H₂₆FeNP 、 盐酸羟胺 、 碳酸氢钠 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 (1S,6R,7R,9S,Z)-methyl 9-(4-chlorophenyl)-10-(hydroxyimino)-8-azabicyclo[4.3.1]deca-2,4-diene-7-carboxylate
  参考文献：
  名称：

  Cu(I)-Catalyzed Regio- and Stereoselective [6 + 3] Cycloaddition of Azomethine Ylides with Tropone: An Efficient Asymmetric Access to Bridged Azabicyclo[4.3.1]decadienes

  摘要：

  An unprecedented Cu(I)-catalyzed asymmetric [6 + 3] cycloaddition of tropone with azomethine ylides was reported, which performs well over a broad scope of substrates and offers a unique and facile access to the synthetically useful bridged azabicyclo[4.3.1]decadiene derivatives in good yields with high levels of diastereoselectivities and enantioselectivities under mild conditions.

  DOI：

  10.1021/ja500878c