(+/-)-n-butyl 1,4,5,6-tetrahydro-5-hydroxy-5-methyl-6-oxo-2-pyridinecarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-n-butyl 1,4,5,6-tetrahydro-5-hydroxy-5-methyl-6-oxo-2-pyridinecarboxylate
• 英文别名: butyl 5-hydroxy-5-methyl-6-oxo-1,4-dihydropyridine-2-carboxylate
• 化学式: C₁₁H₁₇NO₄
• 分子量: 227.26
• InChiKey: XHRQQSOLDXWPPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.48
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (+/-)-n-butyl 1,4,5,6-tetrahydro-5-hydroxy-5-methyl-6-oxo-2-pyridinecarboxylate 在 palladium on activated charcoal 氢气 、 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以98%的产率得到(+/-)-n-butyl 6-oxo-5-hydroxy-5-methyl-2-pyridinecarboxylate
  参考文献：
  名称：

  4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones and their Use in the Synthesis of 1,6-Dihydro-6-oxo-2-pyridine- and 6-Oxo-2-piperidinecarboxylates

  摘要：

  4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones obtained from cycloaddition of 2H-1,4-oxazin-2-ones and alkene compounds, undergo lactone cleavage with alcohols to yield 1,4,5,6-tetrahydro-5-hydroxy-6-oxo-2-pyridnecarboxylates which can be dehydrated or reduced to a afford 1,6-dihydro-6-oxo-2-pyridine- or 6-oxo-2-pipcridinecarboxylates.

  DOI：

  10.1016/0040-4020(95)01084-x
• 作为产物：
  描述：

  4,6-dichloro-1-methyl-2-oxa-5-azabicyclo<2.2.2>oct-5-en-3-one 、 正丁醇 在 盐酸 作用下， 反应 24.0h， 以52%的产率得到(+/-)-n-butyl 1,4,5,6-tetrahydro-5-hydroxy-5-methyl-6-oxo-2-pyridinecarboxylate
  参考文献：
  名称：

  4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones and their Use in the Synthesis of 1,6-Dihydro-6-oxo-2-pyridine- and 6-Oxo-2-piperidinecarboxylates

  摘要：

  4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones obtained from cycloaddition of 2H-1,4-oxazin-2-ones and alkene compounds, undergo lactone cleavage with alcohols to yield 1,4,5,6-tetrahydro-5-hydroxy-6-oxo-2-pyridnecarboxylates which can be dehydrated or reduced to a afford 1,6-dihydro-6-oxo-2-pyridine- or 6-oxo-2-pipcridinecarboxylates.

  DOI：

  10.1016/0040-4020(95)01084-x

文献信息

• 4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones and their Use in the Synthesis of 1,6-Dihydro-6-oxo-2-pyridine- and 6-Oxo-2-piperidinecarboxylates
  作者：Kristof J. Dubois、Christine C. Fannes、Frans Compernolle、Georges J. Hoornaert

  DOI：10.1016/0040-4020(95)01084-x

  日期：1996.2

  4,6-Dichloro-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-ones obtained from cycloaddition of 2H-1,4-oxazin-2-ones and alkene compounds, undergo lactone cleavage with alcohols to yield 1,4,5,6-tetrahydro-5-hydroxy-6-oxo-2-pyridnecarboxylates which can be dehydrated or reduced to a afford 1,6-dihydro-6-oxo-2-pyridine- or 6-oxo-2-pipcridinecarboxylates.