Methyl (3-Oxo-6-tert-butyldimethylsilyloxy)heptanoate | 136801-90-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: Methyl (3-Oxo-6-tert-butyldimethylsilyloxy)heptanoate
• 英文别名: methyl 6-[tert-butyl(dimethyl)silyl]oxy-3-oxoheptanoate
• CAS: 136801-90-6
• 化学式: C₁₄H₂₈O₄Si
• 分子量: 288.459
• InChiKey: VZWVBGVGNYNLKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  319.9±22.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  19.0
• 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：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Methyl (3-Oxo-6-tert-butyldimethylsilyloxy)heptanoate 在 对甲苯磺酸 4 A molecular sieve 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 生成 (E)-2-(methoxycarbonylmethylene)-5-methyltetrahydrofuran
  参考文献：
  名称：

  Two lactone formation reactions from 1,3-dioxin-4-ones having hydroxyalkyl group at the 6-position: Difference in ring opening and closure

  摘要：

  Two methods (A: ring opening to acylketenes followed by intramolecular ketene trapping and B: methoxide-mediated ring opening followed by cyclization of the hydroxy esters thus formed) have become available for the synthesis of lactones and/or cyclic ethers from 1,3-dioxin-4-ones having 1-approximately 4-hydroxyalkyl group at the 6-position. Mechanism and scope of both methods have been clarified.

  DOI：

  10.1016/s0040-4020(01)86522-4
• 作为产物：
  描述：

  6-(3-hydroxybutyl)-2,2-dimethyl-1,3-dioxin-4-one 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 Methyl (3-Oxo-6-tert-butyldimethylsilyloxy)heptanoate
  参考文献：
  名称：

  Two lactone formation reactions from 1,3-dioxin-4-ones having hydroxyalkyl group at the 6-position: Difference in ring opening and closure

  摘要：

  Two methods (A: ring opening to acylketenes followed by intramolecular ketene trapping and B: methoxide-mediated ring opening followed by cyclization of the hydroxy esters thus formed) have become available for the synthesis of lactones and/or cyclic ethers from 1,3-dioxin-4-ones having 1-approximately 4-hydroxyalkyl group at the 6-position. Mechanism and scope of both methods have been clarified.

  DOI：

  10.1016/s0040-4020(01)86522-4