(E)-3-Dimethylamino-5-methyl-9-methylene-undeca-5,10-dien-2-one | 138054-51-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-3-Dimethylamino-5-methyl-9-methylene-undeca-5,10-dien-2-one
• 英文别名: (5E)-3-(dimethylamino)-5-methyl-9-methylideneundeca-5,10-dien-2-one
• CAS: 138054-51-0
• 化学式: C₁₅H₂₅NO
• 分子量: 235.37
• InChiKey: AQJVGCPHXLHIPB-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1-Isopropenyl-4-methylene-hex-5-enyl)-dimethyl-(2-oxo-propyl)-ammonium; bromide 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以81%的产率得到(E)-3-Dimethylamino-5-methyl-9-methylene-undeca-5,10-dien-2-one
  参考文献：
  名称：

  Stereoselective synthesis of trisubstituted Z- or E-olefins employing N-substituted .beta.-methallyldimethylammonium ylides

  摘要：

  [2,3] Sigmatropic rearrangement of N-substituted beta-methallyldimethylammonium ylides forms tri-substituted olefins with high stereoselectivity. Ylides with a powerful electron-withdrawing substituent (-COCH3 or -CO2Et) in the alpha-position and those with a vinyl group carrying an ester moiety at the beta-position afford exclusively E- and Z-olefins, respectively.

  DOI：

  10.1021/jo00028a006

文献信息

• Stereoselective synthesis of trisubstituted Z- or E-olefins employing N-substituted .beta.-methallyldimethylammonium ylides
  作者：Kiyoshi Honda、Seiichi Inoue、Kikumasa Sato

  DOI：10.1021/jo00028a006

  日期：1992.1

  [2,3] Sigmatropic rearrangement of N-substituted beta-methallyldimethylammonium ylides forms tri-substituted olefins with high stereoselectivity. Ylides with a powerful electron-withdrawing substituent (-COCH3 or -CO2Et) in the alpha-position and those with a vinyl group carrying an ester moiety at the beta-position afford exclusively E- and Z-olefins, respectively.