5-(p-Toluoyl)-brenzschleimsaeure | 65650-08-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(p-Toluoyl)-brenzschleimsaeure
• 英文别名: 5-(4-methyl-benzoyl)-furan-2-carboxylic acid；5-(4-methylbenzoyl)furan-2-carboxylic acid
• CAS: 65650-08-0
• 化学式: C₁₃H₁₀O₄
• 分子量: 230.22
• InChiKey: PMPDURQTOQOPOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(p-Toluoyl)-brenzschleimsaeure 在 氯化亚砜 、 三乙胺 、 lithium tert-butoxide 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 4.5h， 生成 (E)-N,N-dimethyl-2-oxo-6-(p-tolyl)hex-3-en-5-ynamide
  参考文献：
  名称：

  Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides

  摘要：

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.

  DOI：

  10.1021/jo502328j
• 作为产物：
  描述：

  5-(p-Toluoyl)-brenzschleimsaeuremethylester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 5-(p-Toluoyl)-brenzschleimsaeure
  参考文献：
  名称：

  Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides

  摘要：

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.

  DOI：

  10.1021/jo502328j

文献信息

• KNOPPOVA V.; JURASEK A.; VOEROES V., COLLECT. CZECH. CHEM. COMMUNS <CCCC-AK>, 1977, 42, NO 11, 3175-3179
  作者：KNOPPOVA V.、 JURASEK A.、 VOEROES V.

  DOI：——

  日期：——
• Base-Mediated Decomposition of Amide-Substituted Furfuryl Tosylhydrazones: Synthesis and Cytotoxic Activities of Enynyl-Ketoamides
  作者：Fanghua Ji、Hui Peng、Xiaoting Zhang、Wenhua Lu、Shubin Liu、Huanfeng Jiang、Bo Liu、Biaolin Yin

  DOI：10.1021/jo502328j

  日期：2015.2.20

  Base-mediated decomposition of amide-substituted furfuryl tosylhydrazones afforded practical access to novel multifunctionalized enynyl-ketoamides. In addition, furfuryl tosylhydrazones with stable furan rings underwent an interesting tosyl-group migration to form sulfones, which have potential synthetic applications. Some of the obtained enynyl-ketoamides demonstrated good cytotoxicities against human tumor cell lines.