methyl 6-[(4'-methylphenyl)sulfonyl]-4-oxo-2-hexenoate | 337974-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 6-[(4'-methylphenyl)sulfonyl]-4-oxo-2-hexenoate
• 英文别名: methyl (E)-6-(4-methylphenyl)sulfonyl-4-oxohex-2-enoate
• CAS: 337974-48-8
• 化学式: C₁₄H₁₆O₅S
• 分子量: 296.344
• InChiKey: WPGUGAGOICBJOQ-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 6-[(4'-methylphenyl)sulfonyl]-4-oxo-2-hexenoate 在 triethyl chloroformate 、 三氟化硼乙醚 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 24.0h， 生成 Methyl 3-hydroxy-2-[2-(4-methylphenyl)sulfonyl-5,8-dioxaspiro[3.4]octan-3-yl]butanoate
  参考文献：
  名称：

  4-[(4′-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone as a New Four-Carbon Synthon for Substituted Divinyl Ketones

  摘要：

  DOI：

  10.1002/1099-0690(200103)2001:5<975::aid-ejoc975>3.0.co;2-n
• 作为产物：
  描述：

  4-(甲苯-4-磺酰基)-2-丁酮 在 sodium hydroxide 、 pyridinium hydrobromide perbromide 作用下， 以 甲醇 、 水 、 溶剂黄146 、 苯 为溶剂， 生成 methyl 6-[(4'-methylphenyl)sulfonyl]-4-oxo-2-hexenoate
  参考文献：
  名称：

  4-[(4-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone and its dianion as versatile tools in organic synthesis

  摘要：

  The title compound and the corresponding dianion have been used as convenient precursors for substituted divinyl ketones in both carbo-and heterocyclization reactions in a one-pot three-step sequence leading to substituted carbo-and heterocyclic ring systems and for the construction of the 4-keto-2-alkenoate subunit, a common structural feature of a variety of natural compounds, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00108-7

文献信息

• 4-[(4-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone and its dianion as versatile tools in organic synthesis
  作者：Achille Barco、Simonetta Benetti、Carmela De Risi、Paolo Marchetti、Gian P. Pollini、Vinicio Zanirato

  DOI：10.1016/s0040-4039(98)00108-7

  日期：1998.4

  The title compound and the corresponding dianion have been used as convenient precursors for substituted divinyl ketones in both carbo-and heterocyclization reactions in a one-pot three-step sequence leading to substituted carbo-and heterocyclic ring systems and for the construction of the 4-keto-2-alkenoate subunit, a common structural feature of a variety of natural compounds, respectively. (C) 1998 Elsevier Science Ltd. All rights reserved.
• 4-[(4′-Methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-butanone as a New Four-Carbon Synthon for Substituted Divinyl Ketones
  作者：Achille Barco、Simonetta Benetti、Carmela De Risi、Paolo Marchetti、Gian Piero Pollini、Vinicio Zanirato

  DOI：10.1002/1099-0690(200103)2001:5<975::aid-ejoc975>3.0.co;2-n

  日期：2001.3