6-(3-methyl-1-((2-oxo-1,2-dihydropyridine-3-yl)methoxy)butyl)pyridine-2(1H)-one | 1190106-33-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-(3-methyl-1-((2-oxo-1,2-dihydropyridine-3-yl)methoxy)butyl)pyridine-2(1H)-one
• 英文别名: 6-[3-methyl-1-[(2-oxo-1H-pyridin-3-yl)methoxy]butyl]-1H-pyridin-2-one
• CAS: 1190106-33-2
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: ADFVECQFVWCTAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(3-methyl-1-((2-oxo-1,2-dihydropyridine-3-yl)methoxy)butyl)pyridine-2(1H)-one 以 甲苯 为溶剂， 反应 3.5h， 以68%的产率得到(1R,4R,5S,10S,11R)-4-(2-methylpropyl)-3-oxa-6,14-diazatetracyclo[9.4.0.01,5.05,10]pentadeca-8,12-diene-7,15-dione
  参考文献：
  名称：

  3-4′-Bipiperidines via Sequential [4 + 4]−[3,3]−Retro-Mannich Reactions

  摘要：

  An approach to assembling unsymmetrically coupled piperidines is described, involving initial [4 + 4] photocycloaddition of 2-pyridones, followed by Cope rearrangement and retro-Mannich reaction. In these reactions, four stereogenic centers set during cycloaddition are relayed or erased during the subsequent steps. Two methods for retro-Mannich reaction are demonstrated.

  DOI：

  10.1021/ol901743p
• 作为产物：
  描述：

  2-(benzyloxy)-6-((2-(benzyloxy)pyridine-3-yl)methoxy-3-methylbutyl)pyridine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以95%的产率得到6-(3-methyl-1-((2-oxo-1,2-dihydropyridine-3-yl)methoxy)butyl)pyridine-2(1H)-one
  参考文献：
  名称：

  3-4′-Bipiperidines via Sequential [4 + 4]−[3,3]−Retro-Mannich Reactions

  摘要：

  An approach to assembling unsymmetrically coupled piperidines is described, involving initial [4 + 4] photocycloaddition of 2-pyridones, followed by Cope rearrangement and retro-Mannich reaction. In these reactions, four stereogenic centers set during cycloaddition are relayed or erased during the subsequent steps. Two methods for retro-Mannich reaction are demonstrated.

  DOI：

  10.1021/ol901743p

文献信息

• 3-4′-Bipiperidines via Sequential [4 + 4]−[3,3]−Retro-Mannich Reactions
  作者：Peiling Chen、Patrick J. Carroll、Scott McN. Sieburth

  DOI：10.1021/ol901743p

  日期：2009.10.15

  An approach to assembling unsymmetrically coupled piperidines is described, involving initial [4 + 4] photocycloaddition of 2-pyridones, followed by Cope rearrangement and retro-Mannich reaction. In these reactions, four stereogenic centers set during cycloaddition are relayed or erased during the subsequent steps. Two methods for retro-Mannich reaction are demonstrated.