Diethyl 2-[(4-methoxyphenyl)methylsulfanyl]-2-methylpropanedioate | 1011291-04-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Diethyl 2-[(4-methoxyphenyl)methylsulfanyl]-2-methylpropanedioate
• CAS: 1011291-04-5
• 化学式: C₁₆H₂₂O₅S
• 分子量: 326.414
• InChiKey: OTOILSWIYLIFLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  87.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Diethyl 2-[(4-methoxyphenyl)methylsulfanyl]-2-methylpropanedioate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.75h， 生成 3-Ethoxy-2-[(4-methoxyphenyl)methylsulfanyl]-2-methyl-3-oxopropanoic acid
  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：

  甲基丙二酸二乙酯 、 toluene-4-thiosulfonic acid S-(4-methoxybenzyl) ester 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以91%的产率得到Diethyl 2-[(4-methoxyphenyl)methylsulfanyl]-2-methylpropanedioate
  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.