ethyl 4-(ethylthio)-2-oxo-4-phenylbutanoate | 1312310-18-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-(ethylthio)-2-oxo-4-phenylbutanoate
• 英文别名: Benzenebutanoic acid, I(3)-(ethylthio)-I+/--oxo-, ethyl ester；ethyl 4-ethylsulfanyl-2-oxo-4-phenylbutanoate
• CAS: 1312310-18-1
• 化学式: C₁₄H₁₈O₃S
• 分子量: 266.361
• InChiKey: NSGXRHCKZYXJDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4-(ethylthio)-2-oxo-4-phenylbutanoate 在 potassium hydrogensulfate 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 以74%的产率得到ethyl 4-ethylthio-4-phenyl-2-hydroxylimino-butyrate
  参考文献：
  名称：

  Catalytic syntheses of γ-functionalized α-keto esters from thioacetals and N,O-acetals

  摘要：

  Ethyl 2-(trimethylsilyloxy)acrylic ester (1a) reacts with thioacetals providing the corresponding alpha-keto-gamma-thio esters in good to satisfactory yields. Whereas aminals do not react, N,O-acetals lead to gamma-amino-alpha-keto esters in good to excellent yields. All reactions proceed under mild reaction conditions, and no additional work up is required. Subsequent transformations of the obtained products to the corresponding alpha-oximes have been demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.013
• 作为产物：
  描述：

  苯甲醛 在 copper(I) bromide 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 ethyl 4-(ethylthio)-2-oxo-4-phenylbutanoate
  参考文献：
  名称：

  Catalytic syntheses of γ-functionalized α-keto esters from thioacetals and N,O-acetals

  摘要：

  Ethyl 2-(trimethylsilyloxy)acrylic ester (1a) reacts with thioacetals providing the corresponding alpha-keto-gamma-thio esters in good to satisfactory yields. Whereas aminals do not react, N,O-acetals lead to gamma-amino-alpha-keto esters in good to excellent yields. All reactions proceed under mild reaction conditions, and no additional work up is required. Subsequent transformations of the obtained products to the corresponding alpha-oximes have been demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.013

文献信息

• Synthesis in ionic liquids only: access to α-oxo-γ-thio-esters via Mukaiyama coupling
  作者：Khouloud Jebri、Marie-Rose Mazières、Stéphanie Ballereau、Taïcir Ben Ayed、Jean-Christophe Plaquevent、Michel Baltas、Frédéric Guillen

  DOI：10.1016/j.tetlet.2014.01.024

  日期：2014.2

  Ionic liquids are solvents general enough to conduct a multi-step process in organic synthesis. We show that both the preparation of starting materials (thioacetals and enoxysilane) as well as their coupling can be realized in such medium. (C) 2014 Elsevier Ltd. All rights reserved.