4-(4-hydroxy-3,5-dimethylphenyl)-4-oxobutyric acid methyl ester | 52246-10-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(4-hydroxy-3,5-dimethylphenyl)-4-oxobutyric acid methyl ester
• 英文别名: methyl 4-(4-hydroxy-3,5-dimethylphenyl)-4-oxobutanoate
• CAS: 52246-10-3
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: BWWRJQNHRCPOEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-hydroxy-3,5-dimethylphenyl)-4-oxobutyric acid methyl ester 在 sodium hydroxide 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-[3,5-dimethyl-4-[(4-nitrophenyl)methoxy]phenyl]-N-[2-(2-hydroxyethoxy)ethyl]-4-oxobutanamide
  参考文献：
  名称：

  Photocleavable Molecule for Laser Desorption Ionization Mass Spectrometry

  摘要：

  A new photocleavable molecule for laser desorption ionization mass spectrometry (LDI-MS) was designed and synthesized. The molecule exhibited high sensitivity for negative mode MS detection with good chemical stability. The molecule was successfully applied to molecular tag for (LDI-MS). Kinetic measurement of the amidation reaction and monitoring of aminolysis of acetylated sugars were demonstrated with the molecular tag.

  DOI：

  10.1021/jo070621b
• 作为产物：
  描述：

  4-(4-甲氧基-3,5-二甲基苯基)-4-氧代丁酸 在 三溴化硼 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-(4-hydroxy-3,5-dimethylphenyl)-4-oxobutyric acid methyl ester
  参考文献：
  名称：

  Photocleavable Molecule for Laser Desorption Ionization Mass Spectrometry

  摘要：

  A new photocleavable molecule for laser desorption ionization mass spectrometry (LDI-MS) was designed and synthesized. The molecule exhibited high sensitivity for negative mode MS detection with good chemical stability. The molecule was successfully applied to molecular tag for (LDI-MS). Kinetic measurement of the amidation reaction and monitoring of aminolysis of acetylated sugars were demonstrated with the molecular tag.

  DOI：

  10.1021/jo070621b

文献信息

• Concise Synthesis of Photocleavable Molecular Tag for Laser Desorption Ionization Mass Spectrometry via Fries Reaction
  作者：Jeremiah W. Gathirwa、Toshihide Maki

  DOI：10.1080/00397911.2011.619678

  日期：2013.3.1

  A new synthetic route for the photocleavable molecular tag for laser desorption ionization mass spectrometry (LDI-MS) was achieved using the Fries reaction of 2,6-dimethylphenyl ester as its key reaction. Zirconium chloride was used as uniquely efficient adjuvant to promote the reaction. The molecular tag was obtained in five steps without chromatographic purification. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• Photocleavable Molecule for Laser Desorption Ionization Mass Spectrometry
  作者：Toshihide Maki、Koji Ishida

  DOI：10.1021/jo070621b

  日期：2007.8.1

  A new photocleavable molecule for laser desorption ionization mass spectrometry (LDI-MS) was designed and synthesized. The molecule exhibited high sensitivity for negative mode MS detection with good chemical stability. The molecule was successfully applied to molecular tag for (LDI-MS). Kinetic measurement of the amidation reaction and monitoring of aminolysis of acetylated sugars were demonstrated with the molecular tag.