5-((3-isopentylnaphthalen-2-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione | 1268267-76-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-((3-isopentylnaphthalen-2-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
• CAS: 1268267-76-0
• 化学式: C₂₂H₂₄N₂O₃
• 分子量: 364.444
• InChiKey: CMSQYMUBYNXQHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  57.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-((3-isopentylnaphthalen-2-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以64%的产率得到5-((1,1-dimethyl-2,3-dihydro-1H-cyclopenta[a]naphthalen-4-yl)methyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Expeditious Construction of a Carbobicyclic Skeleton via sp³-C−H Functionalization: Hydride Shift from an Aliphatic Tertiary Position in an Internal Redox Process

  摘要：

  Described herein is the first example of an aliphatic, nonbenzylic hydride shift/cyclization sequence that contains two types of novel sp(3)-C-H functionalization: (1) construction of a tetraline skeleton via [1,5]-hydride shift/cyclization and (2) [1,6]-hydride shift/cyclization to form a five-membered ring (indane derivatives).

  DOI：

  10.1021/ja110520p
• 作为产物：
  描述：

  在 manganese(IV) oxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 5-((3-isopentylnaphthalen-2-yl)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Expeditious Construction of a Carbobicyclic Skeleton via sp³-C−H Functionalization: Hydride Shift from an Aliphatic Tertiary Position in an Internal Redox Process

  摘要：

  Described herein is the first example of an aliphatic, nonbenzylic hydride shift/cyclization sequence that contains two types of novel sp(3)-C-H functionalization: (1) construction of a tetraline skeleton via [1,5]-hydride shift/cyclization and (2) [1,6]-hydride shift/cyclization to form a five-membered ring (indane derivatives).

  DOI：

  10.1021/ja110520p