dimethyl 2-((dimethylphenylsilyl)(phenyl)methyl)malonate | 654057-46-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: dimethyl 2-((dimethylphenylsilyl)(phenyl)methyl)malonate
• 英文别名: Dimethyl 2-[[dimethyl(phenyl)silyl]-phenylmethyl]propanedioate
• CAS: 654057-46-2
• 化学式: C₂₀H₂₄O₄Si
• 分子量: 356.494
• InChiKey: CTNHIGGVZCKMFK-UHFFFAOYSA-N

物化性质

• 沸点：
  442.3±45.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 2-((dimethylphenylsilyl)(phenyl)methyl)malonate 在 四氟硼酸-二乙醚络合物 、 lithium chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 18.25h， 生成 (2RS,3RS)-methyl 2-benzyl-3-hydroxy-3-phenylpropanoate
  参考文献：
  名称：

  Copper(I)-Catalyzed Disilylation of Alkylidene Malonates Employing a Lewis Base Activation Strategy

  摘要：

  The disilylation of activated alpha,alpha-unsaturated esters has been accomplished by utilizing symmetrical disilanes and catalytic quantities of copper(I) salts in the presence of Lewis bases such as DMF. This new methodology with various alkylidene malonates is moderate to high yielding and affords alpha-silyl diesters, compounds that previously have not been readily accessible, that can be further manipulated to cleanly afford useful alpha-substituted alpha-hydroxy esters.

  DOI：

  10.1021/ja038530t
• 作为产物：
  描述：

  亚苄基丙二酸二甲酯 、 二苯基四甲基二硅烷 在 吡啶 、 copper(I) trifluoromethanesulfonate benzene 、 N,N-二甲基甲酰胺 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 60.5h， 以67%的产率得到dimethyl 2-((dimethylphenylsilyl)(phenyl)methyl)malonate
  参考文献：
  名称：

  Copper(I)-Catalyzed Disilylation of Alkylidene Malonates Employing a Lewis Base Activation Strategy

  摘要：

  The disilylation of activated alpha,alpha-unsaturated esters has been accomplished by utilizing symmetrical disilanes and catalytic quantities of copper(I) salts in the presence of Lewis bases such as DMF. This new methodology with various alkylidene malonates is moderate to high yielding and affords alpha-silyl diesters, compounds that previously have not been readily accessible, that can be further manipulated to cleanly afford useful alpha-substituted alpha-hydroxy esters.

  DOI：

  10.1021/ja038530t