(2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-octa-2,4-dienoic acid methyl ester | 757231-95-1

• 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: (2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-octa-2,4-dienoic acid methyl ester
• 英文别名: methyl (2E,4E)-8-[tert-butyl(dimethyl)silyl]oxyocta-2,4-dienoate
• CAS: 757231-95-1
• 化学式: C₁₅H₂₈O₃Si
• 分子量: 284.471
• InChiKey: LPGLOACMNFQSNA-DCXZXJRMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-octa-2,4-dienoic acid methyl ester 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 E-E-8-hydroxy-octa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Inter- and Intramolecular [4 + 1]-Cycloadditions Between Electron-Poor Dienes and Electron-Rich Carbenes

  摘要：

  Inter- and intramolecular [4 + 1]-annulations between dialkoxy carbenes and electron-deficient dienes afford mono- or bicyclic products in moderate to good yield.

  DOI：

  10.1021/ja046344x
• 作为产物：
  描述：

  4-溴-2-丁烯酸甲酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (2E,4E)-8-(tert-Butyl-dimethyl-silanyloxy)-octa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Inter- and Intramolecular [4 + 1]-Cycloadditions Between Electron-Poor Dienes and Electron-Rich Carbenes

  摘要：

  Inter- and intramolecular [4 + 1]-annulations between dialkoxy carbenes and electron-deficient dienes afford mono- or bicyclic products in moderate to good yield.

  DOI：

  10.1021/ja046344x

文献信息

• Sequencing cross-metathesis and non-metathesis reactions to rapidly access building blocks for synthesis
  作者：Gopal Sirasani、Tapas Paul、Rodrigo B. Andrade

  DOI：10.1016/j.tet.2011.01.080

  日期：2011.3

  The olefin cross-metathesis reaction has been sequenced with four common organic transformations in a one- or two-pot manner to rapidly access useful building blocks. Those reactions are: (1) phosphorus-based olefination (e.g.. Wittig and Horner-Wadsworth-Emmons); (2) hydride reduction; (3) Evans propionate aldol reaction; (4) Brown allyl- and Roush crotyl-boration. The products of these reactions include stereodefined 2,4-dienoates, trans allylic alcohols, syn-propionate aldols, and chiral non-racemic homoallylic alcohols, respectively. Many of these intermediates have been carried further to natural products, demonstrating the utility of the methodology. (C) 2011 Elsevier Ltd. All rights reserved.
• Inter- and Intramolecular [4 + 1]-Cycloadditions Between Electron-Poor Dienes and Electron-Rich Carbenes
  作者：Claude Spino、Hadi Rezaei、Kristina Dupont-Gaudet、Francis Bélanger

  DOI：10.1021/ja046344x

  日期：2004.8.1

  Inter- and intramolecular [4 + 1]-annulations between dialkoxy carbenes and electron-deficient dienes afford mono- or bicyclic products in moderate to good yield.