(E/Z)-2-((dimethylamino)methylene)-4-(naphthalen-1-yl)-3-oxobutanenitrile | 1228383-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E/Z)-2-((dimethylamino)methylene)-4-(naphthalen-1-yl)-3-oxobutanenitrile
• 英文别名: 2-((dimethylamino)methylene)-4-(naphthalen-1-yl)-3-oxobutanenitrile；2-(Dimethylaminomethylidene)-4-naphthalen-1-yl-3-oxobutanenitrile
• CAS: 1228383-69-4
• 化学式: C₁₇H₁₆N₂O
• 分子量: 264.327
• InChiKey: XHPDSCCHMKTIPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E/Z)-2-((dimethylamino)methylene)-4-(naphthalen-1-yl)-3-oxobutanenitrile 、 Acetic acid;4-benzyl-2-phenylpyrimidine-5-carboximidamide 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4'-benzyl-4-(naphthalen-1-ylmethyl)-2'-phenyl-2,5'-bipyrimidine-5-carbonitrile
  参考文献：
  名称：

  Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Nonpeptidic α-Helical Mimics

  摘要：

  A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to alpha-helix mimics is presented. Condensation of amidines with readily prepared alpha,beta-unsaturated alpha-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4'-, and 4 ''-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an alpha-helix.

  DOI：

  10.1021/jo100272d
• 作为产物：
  描述：

  4-(naphthalen-1-yl)-3-oxobutanenitrile 、 N,N-二甲基甲酰胺二甲基缩醛 以 四氢呋喃 为溶剂， 反应 16.0h， 以95%的产率得到(E/Z)-2-((dimethylamino)methylene)-4-(naphthalen-1-yl)-3-oxobutanenitrile
  参考文献：
  名称：

  Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Nonpeptidic α-Helical Mimics

  摘要：

  A facile iterative synthesis of 2,5-terpyrimidinylenes that are structurally analogous to alpha-helix mimics is presented. Condensation of amidines with readily prepared alpha,beta-unsaturated alpha-cyanoketones gives 5-cyano-substituted pyrimidines. Iterative transformation of the 5-cyano group into an amidine allows synthesis of 2,5-terpyrimidinylenes with variable groups at the 4-, 4'-, and 4 ''-positions. These compounds are designed to mimic the i, i + 4, and i + 7 sites of an alpha-helix.

  DOI：

  10.1021/jo100272d