3,4-Epoxy-5,6-dihydro-4-methyl-6-phenyl-2(1H)-pyridinone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3,4-Epoxy-5,6-dihydro-4-methyl-6-phenyl-2(1H)-pyridinone
• 英文别名: (1R,4S,6R)-6-methyl-4-phenyl-7-oxa-3-azabicyclo[4.1.0]heptan-2-one
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: JQCVXRJYYAEJGO-JBLDHEPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲基烯丙基氰化物 在 sodium hydroxide 、 polyphosphate ester 、 水 、 双氧水 、 四乙基对甲苯磺酸铵 作用下， 以 二氯甲烷 为溶剂， 反应 38.0h， 生成 3,4-Epoxy-5,6-dihydro-4-methyl-6-phenyl-2(1H)-pyridinone
  参考文献：
  名称：

  Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media

  摘要：

  delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding gamma-lactam versus delta-lactam formation.

  DOI：

  10.1021/jo00081a006

文献信息

• Stereoselective syntheses of substituted 5,6-dihydro-2(1H)-pyridinones in polyphosphate media
  作者：Charles M. Marson、Urszula Grabowska、Asad Fallah、Timothy Walsgrove、Drake S. Eggleston、Paul W. Baures

  DOI：10.1021/jo00081a006

  日期：1994.1

  delta-Lactams have been synthesized with excellent stereocontrol of substituents by condensing 3-alkenamides with aryl aldehydes in polyphosphoric ester. The scope of the condensation of 3-alkenamides with aryl aldehydes in several phosphate media is examined, and a rationale is proposed regarding gamma-lactam versus delta-lactam formation.