(E)-2-((dimethylamino)methylene)-4-methyl-3-oxopentanenitrile | 1235478-03-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-2-((dimethylamino)methylene)-4-methyl-3-oxopentanenitrile
• 英文别名: (2E)-2-(dimethylaminomethylidene)-4-methyl-3-oxopentanenitrile
• CAS: 1235478-03-1
• 化学式: C₉H₁₄N₂O
• 分子量: 166.223
• InChiKey: YEHHIBTTYGLEDJ-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 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)-2-((dimethylamino)methylene)-4-methyl-3-oxopentanenitrile 、 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 28.0h， 生成 5''-cyano-4''-isopropyl-4'-phenylmethyl-4-isobutyl-2-phenyl[5,2':5',2'']terpyrimidine
  参考文献：
  名称：

  [EN] ALPHA-HELIX MIMETIC USING A 2,5-OLIGOPYRIMIDINE SCAFFOLD
  [FR] STRUCTURE MIMÉTIQUE D'HÉLICE ALPHA UTILISANT UN SQUELETTE 2,5-OLIGOPYRIMIDINE

  摘要：

  公开号：

  WO2010083501A3
• 作为产物：
  描述：

  3-氧代-4-甲基戊腈 、 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， 生成 (Z)-2-((dimethylamino)methylene)-4-methyl-3-oxopentanenitrile 、 (E)-2-((dimethylamino)methylene)-4-methyl-3-oxopentanenitrile
  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

文献信息

• [EN] ALPHA-HELIX MIMETIC USING A 2,5-OLIGOPYRIMIDINE SCAFFOLD<br/>[FR] STRUCTURE MIMÉTIQUE D'HÉLICE ALPHA UTILISANT UN SQUELETTE 2,5-OLIGOPYRIMIDINE
  申请人：UNIV SOUTH FLORIDA

  公开号：WO2010083501A3

  公开（公告）日：2011-03-31
• Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Nonpeptidic α-Helical Mimics
  作者：Laura Anderson、Mingzhou Zhou、Vasudha Sharma、Jillian M. McLaughlin、Daniel N. Santiago、Frank R. Fronczek、Wayne C. Guida、Mark L. McLaughlin

  DOI：10.1021/jo100272d

  日期：2010.6.18

  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.