rac-cis-1-benzoyl-2,6-diphenyl-3-methylperhydropyrimidin-4-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: rac-cis-1-benzoyl-2,6-diphenyl-3-methylperhydropyrimidin-4-one
• 英文别名: (2R,6R)-1-benzoyl-3-methyl-2,6-diphenyl-1,3-diazinan-4-one
• 化学式: C₂₄H₂₂N₂O₂
• 分子量: 370.451
• InChiKey: BJXRTYSRJWRPNA-FYYLOGMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  rac-cis-1-benzoyl-2,6-diphenyl-3-methylperhydropyrimidin-4-one 、 碘甲烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以82%的产率得到rac-1-benzoyl-r-2-phenyl-3-trans-5-dimethyl-cis-6-phenylperhydropyrimidin-4-one
  参考文献：
  名称：

  X-ray Crystallographic Study of Substituted Perhydropyrimidinones. Extreme Changes in Ring Conformation

  摘要：

  X-ray crystal structures of 20 differently substituted perhydropyrimidin-4-ones are presented. Analysis of these data reveal a remarkable conformational sensitivity of a six-membered ring to substitution. Thus half-chair; envelope, boat, twist-boat, and intermediate conformations are found for the six-membered heterocycle, providing evidence for a relatively flat conformational energy surface in this ring, interpretation of the preferred conformations is advanced in terms of steric interactions among substituents and, in some cases, as the result of particular conformational (A(1,3) strain, anomeric) effects.

  DOI：

  10.1021/jo991297q
• 作为产物：
  描述：

  N-methyl-3-amino-3-phenylpropionamide 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 rac-cis-1-benzoyl-2,6-diphenyl-3-methylperhydropyrimidin-4-one
  参考文献：
  名称：

  X-ray Crystallographic Study of Substituted Perhydropyrimidinones. Extreme Changes in Ring Conformation

  摘要：

  X-ray crystal structures of 20 differently substituted perhydropyrimidin-4-ones are presented. Analysis of these data reveal a remarkable conformational sensitivity of a six-membered ring to substitution. Thus half-chair; envelope, boat, twist-boat, and intermediate conformations are found for the six-membered heterocycle, providing evidence for a relatively flat conformational energy surface in this ring, interpretation of the preferred conformations is advanced in terms of steric interactions among substituents and, in some cases, as the result of particular conformational (A(1,3) strain, anomeric) effects.

  DOI：

  10.1021/jo991297q