4-oxo-4-pyridin-4-yl-butyralcohol | 259737-16-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-oxo-4-pyridin-4-yl-butyralcohol
• 英文别名: 4-Hydroxy-1-pyridin-4-ylbutan-1-one；4-hydroxy-1-pyridin-4-ylbutan-1-one
• CAS: 259737-16-1
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: MWBLUAKJRGBSCG-UHFFFAOYSA-N

物化性质

• 沸点：
  345.1±22.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-oxo-4-pyridin-4-yl-butyralcohol 在 吡啶 、 chromium(VI) oxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 36.0h， 生成 4-(1-Isopropyl-1H-pyrrol-2-yl)-1-methyl-1,2,3,6-tetrahydro-pyridine
  参考文献：
  名称：

  Synthesis and monoamine oxidase B substrate properties of 1-methyl-4-heteroaryl-1,2,3,6-tetrahydropyridines

  摘要：

  Six analogues of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine [MPTP, (1)] bearing various heteroaryl groups at C-4 were synthesized and examined for their monoamine oxidase B substrate properties. The C-4 substituents include the 1-ethylpyrrol-2-yl, 1-propylpyrrol-2-yl, 1-isopropylpyrrol-2-yl, 1-cyclopropylpyrrol-2-yl, 3-ethylfuran-2-yI and 3-ethylthien-2-yl groups. The results provide information concerning steric and polar interactions between the C-4 substituent and the active site of MAO-B that are transmitted to the position of oxidation at C-6 of the tetrahydropyridinyl moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00225-4
• 作为产物：
  描述：

  γ-丁内酯 、 4-溴吡啶 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以94.5%的产率得到4-oxo-4-pyridin-4-yl-butyralcohol
  参考文献：
  名称：

  Synthesis and monoamine oxidase B substrate properties of 1-methyl-4-heteroaryl-1,2,3,6-tetrahydropyridines

  摘要：

  Six analogues of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine [MPTP, (1)] bearing various heteroaryl groups at C-4 were synthesized and examined for their monoamine oxidase B substrate properties. The C-4 substituents include the 1-ethylpyrrol-2-yl, 1-propylpyrrol-2-yl, 1-isopropylpyrrol-2-yl, 1-cyclopropylpyrrol-2-yl, 3-ethylfuran-2-yI and 3-ethylthien-2-yl groups. The results provide information concerning steric and polar interactions between the C-4 substituent and the active site of MAO-B that are transmitted to the position of oxidation at C-6 of the tetrahydropyridinyl moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00225-4

文献信息

• Mesoionic Carbene‐Catalyzed Formyl Alkylation of Aldehydes
  作者：Chang Liu、Zengyu Zhang、Liang‐Liang Zhao、Guy Bertrand、Xiaoyu Yan

  DOI：10.1002/anie.202303478

  日期：2023.6.12

  A metal-free protocol for the coupling reaction of aldehydes and alkyl halides was successfully developed with mesoionic carbenes (MICs) as catalysts. This versatile strategy delivers a large diversity of simple ketones as well as bio-active molecules by late-stage functionalization.

  以中离子卡宾 (MIC) 为催化剂，成功开发了一种用于醛和烷基卤化物偶联反应的无金属方案。这种多功能的策略通过后期功能化提供了多种多样的简单酮和生物活性分子。
• Synthesis and monoamine oxidase B substrate properties of 1-methyl-4-heteroaryl-1,2,3,6-tetrahydropyridines
  作者：Jian Yu、Neal Castagnoli Jr

  DOI：10.1016/s0968-0896(99)00225-4

  日期：1999.12

  Six analogues of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine [MPTP, (1)] bearing various heteroaryl groups at C-4 were synthesized and examined for their monoamine oxidase B substrate properties. The C-4 substituents include the 1-ethylpyrrol-2-yl, 1-propylpyrrol-2-yl, 1-isopropylpyrrol-2-yl, 1-cyclopropylpyrrol-2-yl, 3-ethylfuran-2-yI and 3-ethylthien-2-yl groups. The results provide information concerning steric and polar interactions between the C-4 substituent and the active site of MAO-B that are transmitted to the position of oxidation at C-6 of the tetrahydropyridinyl moiety. (C) 1999 Elsevier Science Ltd. All rights reserved.