tert-butyl (E)-5-(1-methyl-2,7-dioxocycloheptyl)pent-2-enoate | 1132652-49-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: tert-butyl (E)-5-(1-methyl-2,7-dioxocycloheptyl)pent-2-enoate
• CAS: 1132652-49-3
• 化学式: C₁₇H₂₆O₄
• 分子量: 294.391
• InChiKey: LRVKVCOFPWFIGN-YRNVUSSQSA-N

物化性质

• 沸点：
  410.3±25.0 °C(predicted)
• 密度：
  1.029±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (E)-5-(1-methyl-2,7-dioxocycloheptyl)pent-2-enoate 在 CuF(PPh₃)₃*2MeOH 、 C₅₅H₆₃FeNO₄P₂ 、 苯硅烷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 tert-butyl (1S,4aR,9aR)-9a-hydroxy-4a-methyl-5-oxo-1,2,3,4,6,7,8,9-octahydrobenzo[7]annulene-1-carboxylate
  参考文献：
  名称：

  Efficient Construction of Polycyclic Derivatives via a Highly Selective Cu^I-Catalyzed Domino Reductive-Aldol Cyclization

  摘要：

  A versatile methodology for the diastereo- and enantioselective domino reductive-aldol cyclizations is reported. By using a copper (I)/diphosphane ligand, various five- and six-membered rings were generated with good to excellent diastereo- and enantioselectivities (cis:trans up to 100:0 and ee up to 95%).

  DOI：

  10.1021/ol802879f
• 作为产物：
  描述：

  3-(1-methyl-2,7-dioxocycloheptyl)propanal 、 (叔丁氧基羰基亚甲基)三苯基磷烷 在 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以80%的产率得到tert-butyl (E)-5-(1-methyl-2,7-dioxocycloheptyl)pent-2-enoate
  参考文献：
  名称：

  Efficient Construction of Polycyclic Derivatives via a Highly Selective Cu^I-Catalyzed Domino Reductive-Aldol Cyclization

  摘要：

  A versatile methodology for the diastereo- and enantioselective domino reductive-aldol cyclizations is reported. By using a copper (I)/diphosphane ligand, various five- and six-membered rings were generated with good to excellent diastereo- and enantioselectivities (cis:trans up to 100:0 and ee up to 95%).

  DOI：

  10.1021/ol802879f

文献信息

• Efficient Construction of Polycyclic Derivatives via a Highly Selective Cu^I-Catalyzed Domino Reductive-Aldol Cyclization
  作者：Julia Deschamp、Olivier Riant

  DOI：10.1021/ol802879f

  日期：2009.3.19

  A versatile methodology for the diastereo- and enantioselective domino reductive-aldol cyclizations is reported. By using a copper (I)/diphosphane ligand, various five- and six-membered rings were generated with good to excellent diastereo- and enantioselectivities (cis:trans up to 100:0 and ee up to 95%).