ethyl 2-furfurylidene-3-trimethylsiloxybut-3-enoate | 934408-62-5

• 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: ethyl 2-furfurylidene-3-trimethylsiloxybut-3-enoate
• 英文别名: ethyl 2-(furan-2-ylmethylidene)-3-trimethylsilyloxybut-3-enoate
• CAS: 934408-62-5
• 化学式: C₁₄H₂₀O₄Si
• 分子量: 280.396
• InChiKey: KTSHRVNTVDKMON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-furfurylidene-3-trimethylsiloxybut-3-enoate 、 1,4-萘醌 在 potassium carbonate 作用下， 生成 7-Hydroxy-5-(α-furyl)-6-ethoxycarbonyl-9,10-anthraquinone
  参考文献：
  名称：

  Shults; Petrova; Rybalova, Russian Journal of Organic Chemistry, 1998, vol. 34, # 6, p. 845 - 855

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基氯硅烷 、 ethyl 2-furfurylideneacetoacetate 在 三乙胺 、 zinc(II) chloride 作用下， 以 乙腈 为溶剂， 以81%的产率得到ethyl 2-furfurylidene-3-trimethylsiloxybut-3-enoate
  参考文献：
  名称：

  Shults; Petrova; Rybalova, Russian Journal of Organic Chemistry, 1998, vol. 34, # 6, p. 845 - 855

  摘要：

  DOI：

文献信息

• Synthetic transformations of higher terpenoids: XVIII. Synthesis of optically active 9,10-anthraquinone derivatives
  作者：E. E. Shul’ts、D. S. Oleinikov、I. V. Nechepurenko、M. M. Shakirov、G. A. Tolstikov

  DOI：10.1134/s1070428009010138

  日期：2009.1

  Retro-Diels-Alder decomposition of dodecahydro-endo-4b,12-ethenochrysene-1,4-diones obtained from a tricyclic diterpenoid, levopimaric acid, gave optically active 5-[2-(6-vinyl-2,6-dimethyl-2-carboxycyclohexyl) ethyl]-7-isopropyl-1,4-naphthoquinones which reacted with silyloxybutadienes to produce the corresponding 6- and 7-hydroxyanthraquinones, 5-furyl-7-hydroxytetrahydroanthraquinones, or 5-furyl-7-oxohexahydroanthraquinones. Condensation of the naphthoquinone derivatives with 5-isopropenyl-2,3-dihydrothiophene 1,1-dioxide resulted in the formation of 6,11-dioxodihydro- and 6,11-dioxohexahydroanthra[2,1-b]thiophene 3,3-dioxides. 6- and 7-Hydroxyanthraquinones were also obtained by reaction of dodecahydro-endo-4b,12-ethenochrysene-1,4-diones with Danishevsky diene, followed by cleavage of the polycyclic adducts. The cycloaddition of 5-[2-(-2-carboxy-2,6-dimethyl-6-vinylcyclohexyl)ethyl]-7-isopropyl-1,4-naphthoquinones in the presence of Lewis acids was characterized by increased regioselectivity.