3-(o-chlorophenyl)-4-nitro-spiro[hexahydropyrrolizine-5,2'-indane]-1',3'-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-(o-chlorophenyl)-4-nitro-spiro[hexahydropyrrolizine-5,2'-indane]-1',3'-dione
• 英文别名: (6R,7R,8R)-6-(2-chlorophenyl)-7-nitrospiro[1,2,3,6,7,8-hexahydropyrrolizine-5,2'-indene]-1',3'-dione
• 化学式: C₂₁H₁₇ClN₂O₄
• 分子量: 396.83
• InChiKey: XHGWJHPSDYQVBE-KURKYZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2,3-茚满三酮 、 1-氯-2-[(E)-2-硝基乙烯基]苯 、 DL-脯氨酸 以 甲醇 为溶剂， 以82%的产率得到3-(o-chlorophenyl)-4-nitro-spiro[hexahydropyrrolizine-5,2'-indane]-1',3'-dione
  参考文献：
  名称：

  Synthesis of Spirooxindolo/Spiroindano Nitro Pyrrolizidines through Regioselective Azomethine Ylide Cycloaddition Reaction

  摘要：

  DOI：

  10.1080/00397910701462575

文献信息

• Synthesis, Molecular Structure and Antibacterial Activity of Spiro[2,2']indane-1',3'-dione-3-(o-chloro)phenyl-4-nitro Pyrrolizidine
  作者：Guo-Xin Sun、Yan-Qing Miao

  DOI：10.14233/ajchem.2015.18519

  日期：——

  Spiro[2,2]indane-1,3-dione-3-(o-chloro)phenyl-4-nitro pyrrolizidine was synthesized by 1,3-dipolar cycloaddition reaction. It was characterized by NMR, MS and single-crystal X-ray diffraction. It crystallizes in the triclinic space group, P-1, with unit cell dimensions a = 7.6074(4) Å, b = 9.7454(5) Å and c = 12.6538(7) Å, a = 85.313(2)º, b = 84.217(2)º, g = 86.571(2)º and Z = 2. It was screened for antibacterial activity against oilfield water-borne bacteria and it showed good to moderate activity against sulfate reducing bacteria.

  Spiro[2,2]indane-1,3-dione-3-(o-chloro)phenyl-4-nitro pyrrolizidine was synthesized by 1,3-dipolar cycloaddition reaction. It was characterized by NMR, MS and single-crystal X-ray diffraction. It crystallizes in the triclinic space group, P-1, with unit cell dimensions a = 7.6074(4) Å, b = 9.7454(5) Å and c = 12.6538(7) Å, a = 85.313(2)º, b = 84.217(2)º, g = 86.571(2)º and Z = 2. It was screened for antibacterial activity against oilfield water-borne bacteria and it showed good to moderate activity against sulfate reducing bacteria.
• Spiro indane-1,3-dione pyrrolizidine compounds synthesized by 1,3-dipolar cyclo-addition reaction
  作者：Gang Chen、Ya Wu、Xuefan Gu

  DOI：10.1515/hc.2011.023

  日期：2011.1.1

  Spiro indane-1,3-dione pyrrolizidine compounds were synthesized by the 1,3-dipolar cyclo-addition reaction of ninhydrin, L-proline and two kinds of alkene (chalcone and (E)-beta-aryl-nitrostyrene). All these reactions proceeded with good yield and with high regio- and stereoselectivity. It was found that the use of two kinds of alkene lead to different regioselectivity. In the structure of D1 and D2, the electron-withdrawing group (EWG; benzoyl group) is attached to C-3 and the phenyl group is at C-4 of the newly constructed pyrrolidine. In the structure of D3-D7, the EWG (nitro group) is at C-4 and the phenyl group is at C-3 of the newly constructed pyrrolidine.
• Synthesis of Spirooxindolo/Spiroindano Nitro Pyrrolizidines through Regioselective Azomethine Ylide Cycloaddition Reaction
  作者：Mahalingam Poornachandran、Ragavachary Raghunathan

  DOI：10.1080/00397910701462575

  日期：2007.8