ethyl 2-((4-methoxybenzyl)thio)-3-(bis(methylthio)methylideneamino)-2-methyl-3-oxopropanoate | 1011291-06-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 2-((4-methoxybenzyl)thio)-3-(bis(methylthio)methylideneamino)-2-methyl-3-oxopropanoate
• 英文别名: Ethyl 3-[bis(methylsulfanyl)methylideneamino]-2-[(4-methoxyphenyl)methylsulfanyl]-2-methyl-3-oxopropanoate
• CAS: 1011291-06-7
• 化学式: C₁₇H₂₃NO₄S₃
• 分子量: 401.572
• InChiKey: LNRDYRDKCJCEMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 2-((4-methoxybenzyl)thio)-3-(bis(methylthio)methylideneamino)-2-methyl-3-oxopropanoate 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以73%的产率得到ethyl 5-methyl-2-(methylthio)-4-oxo-4,5-dihydrothiazole-5-carboxylate
  参考文献：
  名称：

  New Methods for the Synthesis of 2-Aminothiazolones

  摘要：

  [GRAPHICS]Two new methods for the synthesis of 2-aminothiazolones from 2-(4-methoxybenzylthio)acetic acids are described. A single reagent and simple experimental conditions are used in the key tandem deprotection-cyclization process. In the first approach 2-aminothiazolones are directly accessed via cyclization of the corresponding N-acylisothioureas. The second complementary approach provides access to a variety of 2-thiomethylthiazoiones via cyclization of N-acyldithioimidates. The product 2-thiomethylthiazol ones are then efficiently converted to 2-aminothiazolones via amine displacement.

  DOI：

  10.1021/jo702369f
• 作为产物：
  描述：

  3-Ethoxy-2-[(4-methoxyphenyl)methylsulfanyl]-2-methyl-3-oxopropanoic acid 、 S,S-dimethyliminodithiocarbonate hydroiodide 在 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.83h， 以1.45 g的产率得到ethyl 2-((4-methoxybenzyl)thio)-3-(bis(methylthio)methylideneamino)-2-methyl-3-oxopropanoate
  参考文献：
  名称：

  New Methods for the Synthesis of 2-Aminothiazolones

  摘要：

  [GRAPHICS]Two new methods for the synthesis of 2-aminothiazolones from 2-(4-methoxybenzylthio)acetic acids are described. A single reagent and simple experimental conditions are used in the key tandem deprotection-cyclization process. In the first approach 2-aminothiazolones are directly accessed via cyclization of the corresponding N-acylisothioureas. The second complementary approach provides access to a variety of 2-thiomethylthiazoiones via cyclization of N-acyldithioimidates. The product 2-thiomethylthiazol ones are then efficiently converted to 2-aminothiazolones via amine displacement.

  DOI：

  10.1021/jo702369f

文献信息

• New Methods for the Synthesis of 2-Aminothiazolones
  作者：Seb Caille、Eric A. Bercot、Sheng Cui、Margaret M. Faul

  DOI：10.1021/jo702369f

  日期：2008.3.1

  [GRAPHICS]Two new methods for the synthesis of 2-aminothiazolones from 2-(4-methoxybenzylthio)acetic acids are described. A single reagent and simple experimental conditions are used in the key tandem deprotection-cyclization process. In the first approach 2-aminothiazolones are directly accessed via cyclization of the corresponding N-acylisothioureas. The second complementary approach provides access to a variety of 2-thiomethylthiazoiones via cyclization of N-acyldithioimidates. The product 2-thiomethylthiazol ones are then efficiently converted to 2-aminothiazolones via amine displacement.