ethyl 6-methyl-2-(trimethylsilyl)hept-5-enoate

• 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: ethyl 6-methyl-2-(trimethylsilyl)hept-5-enoate
• 英文别名: 5-Heptenoic acid, 6-methyl-2-(1,1,1-trimethylsilyl)-, ethyl ester；ethyl 6-methyl-2-trimethylsilylhept-5-enoate
• 化学式: C₁₃H₂₆O₂Si
• 分子量: 242.434
• InChiKey: YVTLQYNPCFFEQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(7-Methyl-1,4-dioxaspiro[4.5]decan-7-yl)propanal 、 ethyl 6-methyl-2-(trimethylsilyl)hept-5-enoate 在 lithium diisopropyl amide 作用下， 生成 ethyl (+/-)-6-methyl-2-<(Z)-3-(7-methyl-1,4-dioxaspiro<4,5>dec-7-yl)propylidene>-5-heptenoate 、 ethyl (+/-)-6-methyl-2-<(E)-3-(7-methyl-1,4-dioxaspiro<4,5>dec-7-yl)propylidene>-5-heptenoate
  参考文献：
  名称：

  Synthesis of Carbocycles via Intramolecular Conjugate Additions: Another Solution to the Terpenoid Side Chain Stereochemistry Problem

  摘要：

  Intramolecular conjugate additions of keto esters 7-11, mediated by pyrrolidine-acetic acid, provide perhydroindans or bicyclo[6.3.0]undecanes with high levels of diastereoselectivity at the acyclic stereogenic center. Levels of acyclic diastereoselection depend on starting unsaturated ester olefin geometry.

  DOI：

  10.1021/jo951531m
• 作为产物：
  描述：

  5-碘-2-甲基戊-2-烯 、 ethyl 2-(trimethylsilyl)propionate 在 lithium diisopropyl amide 作用下， 生成 ethyl 6-methyl-2-(trimethylsilyl)hept-5-enoate
  参考文献：
  名称：

  Synthesis of Carbocycles via Intramolecular Conjugate Additions: Another Solution to the Terpenoid Side Chain Stereochemistry Problem

  摘要：

  Intramolecular conjugate additions of keto esters 7-11, mediated by pyrrolidine-acetic acid, provide perhydroindans or bicyclo[6.3.0]undecanes with high levels of diastereoselectivity at the acyclic stereogenic center. Levels of acyclic diastereoselection depend on starting unsaturated ester olefin geometry.

  DOI：

  10.1021/jo951531m