Methyl (E)-3-(3-methylbutylidene)-N,N-dimethylsuccinaminate | 141331-43-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl (E)-3-(3-methylbutylidene)-N,N-dimethylsuccinaminate
• 英文别名: methyl (E)-3-(dimethylcarbamoyl)-6-methylhept-3-enoate
• CAS: 141331-43-3
• 化学式: C₁₂H₂₁NO₃
• 分子量: 227.304
• InChiKey: KFRMYGRLQRCUMB-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  一氧化碳 、 3-(Methoxycarbonyloxy)-5-methyl-2-methylene-N,N-dimethylhexanamide 在 palladium diacetate 、 三苯基膦 作用下， 100.0 ℃ 、3.04 MPa 条件下， 反应 15.0h， 生成 Methyl (Z)-3-(3-methylbutylidene)-N,N-dimethylsuccinaminate 、 Methyl (E)-3-(3-methylbutylidene)-N,N-dimethylsuccinaminate
  参考文献：
  名称：

  Stereochemical study on the palladium(O)-catalyzed carbonylation of 3-(methoxycarbonyloxy)-2-methylenealkanoates and analogues

  摘要：

  A series of 3-(alkoxycarbonyloxy)-2-methylenealkanoate (1), a sulfonate (5), and an N,N-dimethylamide (6) were carbonylated using Pd(0) complexes as catalyst to give alkylidenesuccinate (2), and analogues in moderate to good yields. The stereoselectivity for E and Z isomers of carbonylation products was found to differ remarkably, depending on the three types of substrates which always include an electron-withdrawing group. The results are explained in terms of the plausible MM2 simulation through the model compounds.

  DOI：

  10.1016/s0040-4020(01)88755-x