4-(6-Benzyloxy-pyridin-2-yl)-2,2-dimethyl-but-3-ynoic acid methyl ester | 188990-86-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(6-Benzyloxy-pyridin-2-yl)-2,2-dimethyl-but-3-ynoic acid methyl ester
• CAS: 188990-86-5
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: AWLGXBQORLQLTC-UHFFFAOYSA-N

物化性质

• 沸点：
  443.2±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(6-Benzyloxy-pyridin-2-yl)-2,2-dimethyl-but-3-ynoic acid methyl ester 在 sodium hydroxide 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 50.0h， 生成 2,2-Dimethyl-4-(6-oxo-1,6-dihydro-pyridin-2-yl)-but-3-ynoic acid
  参考文献：
  名称：

  Acid−Amide Intermolecular Hydrogen Bonding

  摘要：

  A 2,2-dimethylbutynoic acid with 7 pyridone terminus (1) acts as its self-complement in molecular recognition to form nn intermolecularly hydrogen-banded dimer with hydrogen bonding between the amide and carboxylic acid group. The dimer is found in crystals of 1 by X-ray diffraction, chloroform solution by H-1-NMR experiments and Vapor pressure osmometry, and in the gas phase by FAB-MS.

  DOI：

  10.1021/ja963416e
• 作为产物：
  描述：

  3-氯-2,2-二甲基-3-丁酸 在 copper(l) iodide 、 四(三苯基膦)钯 、 sodium amide 、 二乙胺 作用下， 以 乙醚 为溶剂， 生成 4-(6-Benzyloxy-pyridin-2-yl)-2,2-dimethyl-but-3-ynoic acid methyl ester
  参考文献：
  名称：

  Acid−Amide Intermolecular Hydrogen Bonding

  摘要：

  A 2,2-dimethylbutynoic acid with 7 pyridone terminus (1) acts as its self-complement in molecular recognition to form nn intermolecularly hydrogen-banded dimer with hydrogen bonding between the amide and carboxylic acid group. The dimer is found in crystals of 1 by X-ray diffraction, chloroform solution by H-1-NMR experiments and Vapor pressure osmometry, and in the gas phase by FAB-MS.

  DOI：

  10.1021/ja963416e

文献信息

• Acid−Amide Intermolecular Hydrogen Bonding
  作者：Paul L. Wash、Emily Maverick、John Chiefari、David A. Lightner

  DOI：10.1021/ja963416e

  日期：1997.4.1

  A 2,2-dimethylbutynoic acid with 7 pyridone terminus (1) acts as its self-complement in molecular recognition to form nn intermolecularly hydrogen-banded dimer with hydrogen bonding between the amide and carboxylic acid group. The dimer is found in crystals of 1 by X-ray diffraction, chloroform solution by H-1-NMR experiments and Vapor pressure osmometry, and in the gas phase by FAB-MS.