ethyl 3-ethoxycarbonyloxy-2-methylidenebutanoate | 141331-24-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: ethyl 3-ethoxycarbonyloxy-2-methylidenebutanoate
• CAS: 141331-24-0
• 化学式: C₁₀H₁₆O₅
• 分子量: 216.234
• InChiKey: FHOJZZNPVHYBGO-UHFFFAOYSA-N

物化性质

• 沸点：
  262.6±33.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 ethyl 3-ethoxycarbonyloxy-2-methylidenebutanoate 在 palladium diacetate 、 三苯基膦 作用下， 100.0 ℃ 、5.07 MPa 条件下， 反应 15.0h， 生成 diethyl 2-ethylidenesuccinate 、 diethyl ethylidenesuccinate
  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：

  丙烯酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 三乙烯二胺 、 4-二甲氨基吡啶 作用下， 以 苯 为溶剂， 反应 195.0h， 生成 ethyl 3-ethoxycarbonyloxy-2-methylidenebutanoate
  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