ethyl 4-(ethylthio)-4-(4-methoxyphenyl)-2-oxo-butanoate | 1312310-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl 4-(ethylthio)-4-(4-methoxyphenyl)-2-oxo-butanoate
• 英文别名: Ethyl 4-ethylsulfanyl-4-(4-methoxyphenyl)-2-oxobutanoate；ethyl 4-ethylsulfanyl-4-(4-methoxyphenyl)-2-oxobutanoate
• CAS: 1312310-20-5
• 化学式: C₁₅H₂₀O₄S
• 分子量: 296.387
• InChiKey: IDRTVNBJYNOCOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 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)-4-(4-methoxyphenyl)-2-oxo-butanoate
  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

• Catalytic syntheses of γ-functionalized α-keto esters from thioacetals and N,O-acetals
  作者：Anke Krebs、Carsten Bolm

  DOI：10.1016/j.tet.2011.04.013

  日期：2011.6

  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.