methyl 4-methoxy-2-methyl-3-trimethylsiloxy-2-butenoate

• 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 4-methoxy-2-methyl-3-trimethylsiloxy-2-butenoate
• 英文别名: methyl 4-methoxy-2-methyl-3-trimethylsilyloxybut-2-enoate
• 化学式: C₁₀H₂₀O₄Si
• 分子量: 232.352
• InChiKey: UITYKCZGTSOFNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 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：
  0.7
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 methyl 4-methoxy-2-methyl-3-trimethylsiloxy-2-butenoate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到1,4-dimethoxy-2-methyl-1,3-bis(trimethylsiloxy)-1,3-butadiene
  参考文献：
  名称：

  An integrated approach to the synthesis of contiguously substituted xanthopurpurins, pachybasins and purpurins.

  摘要：

  Alkylation, hydroxyalkylation and acylation of 3-methyl-, 3-methoxy- and 3,4-dimethoxycrotonates can be induced to occur exclusively in the alpha-Position. Conversion of the products to dienes then provides, through cycloaddition, a wide variety of substitution patterns. This approach is illustrated by simplified syntheses of a number of naturally occurring quinones and confirms the structures proposed for vismiaquinone C, 7-geranylemodin, cinnalutein, 4,5-dihydroxydigitolutein, 2-hydroxyislandicin 1-methyl ether and calyculatone 1-methyl ether.

  DOI：

  10.1016/s0040-4020(01)80322-7
• 作为产物：
  描述：

  3,4-dimethoxy-2-butenoate 在 咪唑 作用下， 生成 methyl 4-methoxy-2-methyl-3-trimethylsiloxy-2-butenoate
  参考文献：
  名称：

  An integrated approach to the synthesis of contiguously substituted xanthopurpurins, pachybasins and purpurins.

  摘要：

  Alkylation, hydroxyalkylation and acylation of 3-methyl-, 3-methoxy- and 3,4-dimethoxycrotonates can be induced to occur exclusively in the alpha-Position. Conversion of the products to dienes then provides, through cycloaddition, a wide variety of substitution patterns. This approach is illustrated by simplified syntheses of a number of naturally occurring quinones and confirms the structures proposed for vismiaquinone C, 7-geranylemodin, cinnalutein, 4,5-dihydroxydigitolutein, 2-hydroxyislandicin 1-methyl ether and calyculatone 1-methyl ether.

  DOI：

  10.1016/s0040-4020(01)80322-7