2-(N,N-Dimethylaminomethyl)-3-(methoxycarbonyloxy)-5-methyl-N,N-dimethylhexanamid | 141331-31-9

• 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: 2-(N,N-Dimethylaminomethyl)-3-(methoxycarbonyloxy)-5-methyl-N,N-dimethylhexanamid
• 英文别名: [1-(dimethylamino)-2-[(dimethylamino)methyl]-5-methyl-1-oxohexan-3-yl] methyl carbonate
• CAS: 141331-31-9
• 化学式: C₁₄H₂₈N₂O₄
• 分子量: 288.387
• InChiKey: OYGWBCMKATXQMP-UHFFFAOYSA-N

物化性质

• 沸点：
  368.2±37.0 °C(Predicted)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.45
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(N,N-Dimethylaminomethyl)-3-(methoxycarbonyloxy)-5-methyl-N,N-dimethylhexanamid 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以30%的产率得到3-(Methoxycarbonyloxy)-5-methyl-2-methylene-N,N-dimethylhexanamide
  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
• 作为产物：
  描述：

  2-(N,N-Dimethylaminomethyl)-3-hydroxy-5-methyl-N,N-dimethylhexanamide 、 氯甲酸甲酯 以 二氯甲烷 为溶剂， 反应 5.0h， 以99.5%的产率得到2-(N,N-Dimethylaminomethyl)-3-(methoxycarbonyloxy)-5-methyl-N,N-dimethylhexanamid
  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