1-(2-Phenylsulfonylmethyl-phenyl)-4-styryl-2-azetidinon | 154959-87-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: 1-(2-Phenylsulfonylmethyl-phenyl)-4-styryl-2-azetidinon
• 英文别名: 1-[2-(benzenesulfonylmethyl)phenyl]-4-(2-phenylethenyl)azetidin-2-one
• CAS: 154959-87-2
• 化学式: C₂₄H₂₁NO₃S
• 分子量: 403.502
• InChiKey: HYYLENVKPJTJAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.45
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-Phenylsulfonylmethyl-phenyl)-4-styryl-2-azetidinon 在 sodium tetrahydroborate 、 臭氧 作用下， 生成 1-(2-Benzolsulfonylmethyl-phenyl)-4-hydroxymethyl-2-azetidinon
  参考文献：
  名称：

  Synthese von benzanellierten Carbacephamen, 1. Mitt.

  摘要：

  The direct intramolecular acylation and alkylation of the phenylsulfonylmethyl-group in the beta-lactames 5a and 7 are not successful. The postulated intermediate 8 of the acylating reaction could be quenched with trimethylchlorosilane as the stable silylketale 10. Desulfonation and desilylation of 10 leads to the title compound 12. The reaction of 7 with base does not result in a carbacephame. Instead, the benzo[b]-azepinones 15c, d have been obtained.

  DOI：

  10.1007/bf00811676
• 作为产物：
  描述：

  2-(苯磺酰甲基)苯胺 在 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 、 三正丁基氢锡 、 三乙胺 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 1-(2-Phenylsulfonylmethyl-phenyl)-4-styryl-2-azetidinon
  参考文献：
  名称：

  Synthese von benzanellierten Carbacephamen, 1. Mitt.

  摘要：

  The direct intramolecular acylation and alkylation of the phenylsulfonylmethyl-group in the beta-lactames 5a and 7 are not successful. The postulated intermediate 8 of the acylating reaction could be quenched with trimethylchlorosilane as the stable silylketale 10. Desulfonation and desilylation of 10 leads to the title compound 12. The reaction of 7 with base does not result in a carbacephame. Instead, the benzo[b]-azepinones 15c, d have been obtained.

  DOI：

  10.1007/bf00811676

文献信息

• Synthese von benzanellierten Carbacephamen, 1. Mitt.
  作者：G. Santer、K. H. Ongania

  DOI：10.1007/bf00811676

  日期：1994.1

  The direct intramolecular acylation and alkylation of the phenylsulfonylmethyl-group in the beta-lactames 5a and 7 are not successful. The postulated intermediate 8 of the acylating reaction could be quenched with trimethylchlorosilane as the stable silylketale 10. Desulfonation and desilylation of 10 leads to the title compound 12. The reaction of 7 with base does not result in a carbacephame. Instead, the benzo[b]-azepinones 15c, d have been obtained.