(E)-1-(2,4-dimethylphenyl)-3-(1-ethoxyethylidene)-4,4-bis(methylthio)azetidin-2-one | 1036739-77-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: (E)-1-(2,4-dimethylphenyl)-3-(1-ethoxyethylidene)-4,4-bis(methylthio)azetidin-2-one
• 英文别名: (3E)-1-(2,4-dimethylphenyl)-3-(1-ethoxyethylidene)-4,4-bis(methylsulfanyl)azetidin-2-one
• CAS: 1036739-77-1
• 化学式: C₁₇H₂₃NO₂S₂
• 分子量: 337.507
• InChiKey: DERHDCICYHARJL-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  80.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(bis(methylthio)methylene)-3-chloro-N-(2,4-dimethylphenyl)but-3-enamide 、 乙醇 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 12.0h， 以64%的产率得到(E)-1-(2,4-dimethylphenyl)-3-(1-ethoxyethylidene)-4,4-bis(methylthio)azetidin-2-one
  参考文献：
  名称：

  Efficient synthesis of α-alkylidene-β-lactams via NaOH-promoted intramolecular aza-Michael addition of α-carbamoyl ketene-S,S-acetals in aqueous media

  摘要：

  A facile and efficient synthesis of substituted alpha-alkylidene-beta-lactams have been developed via a NaOH-promoted intramolecular aza-Michael addition of alpha-carbamoyl, alpha-(1-chlorovinyl) ketene-S,S-acetals and subsequent nucleophilic vinylic substitution (SNV) reaction in alcoholic aqueous media. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.093

文献信息

• Efficient synthesis of α-alkylidene-β-lactams via NaOH-promoted intramolecular aza-Michael addition of α-carbamoyl ketene-S,S-acetals in aqueous media
  作者：Yang Yang、Dexuan Xiang、Xiaoliang Zhao、Yongjiu Liang、Jie Huang、Dewen Dong

  DOI：10.1016/j.tet.2008.03.093

  日期：2008.5

  A facile and efficient synthesis of substituted alpha-alkylidene-beta-lactams have been developed via a NaOH-promoted intramolecular aza-Michael addition of alpha-carbamoyl, alpha-(1-chlorovinyl) ketene-S,S-acetals and subsequent nucleophilic vinylic substitution (SNV) reaction in alcoholic aqueous media. (C) 2008 Elsevier Ltd. All rights reserved.