butyl 2-methyl-3-oxo-3-(phenylthio)propanoate | 1319740-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: butyl 2-methyl-3-oxo-3-(phenylthio)propanoate
• 英文别名: Butyl 2-methyl-3-oxo-3-phenylsulfanylpropanoate；butyl 2-methyl-3-oxo-3-phenylsulfanylpropanoate
• CAS: 1319740-96-9
• 化学式: C₁₄H₁₈O₃S
• 分子量: 266.361
• InChiKey: VZAQGSBNXGCRAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 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：

  butyl 2-methyl-3-oxo-3-(phenylthio)propanoate 在 氨 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以9%的产率得到butyl 3-amino-2-methyl-3-oxopropanoate
  参考文献：
  名称：

  Efficient Synthesis of Dissymmetric Malonic Acid S,O-Esters via Monoalcoholysis of Symmetric Dithiomalonates under Neutral Conditions

  摘要：

  A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would contribute to the selectivity. The synthetic utility of the dissymmetric S,O-malonates is also shown.

  DOI：

  10.1021/ol201744u
• 作为产物：
  描述：

  S,S'-diphenyl 2-methyldithiomalonate 、 正丁醇 在 C₈H₆O₄^(2-)*Cu⁽²⁺⁾ 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以88%的产率得到butyl 2-methyl-3-oxo-3-(phenylthio)propanoate
  参考文献：
  名称：

  Efficient Synthesis of Dissymmetric Malonic Acid S,O-Esters via Monoalcoholysis of Symmetric Dithiomalonates under Neutral Conditions

  摘要：

  A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would contribute to the selectivity. The synthetic utility of the dissymmetric S,O-malonates is also shown.

  DOI：

  10.1021/ol201744u

文献信息

• Efficient Synthesis of Dissymmetric Malonic Acid <i>S</i>,<i>O</i>-Esters via Monoalcoholysis of Symmetric Dithiomalonates under Neutral Conditions
  作者：Kazumasa Matsuo、Mitsuru Shindo

  DOI：10.1021/ol201744u

  日期：2011.8.19

  A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would contribute to the selectivity. The synthetic utility of the dissymmetric S,O-malonates is also shown.