tetramethyl (1S,6S,9R,14R)-17,18-dioxapentacyclo[12.2.1.16,9.02,13.05,10]octadeca-2(13),5(10),7,15-tetraene-7,8,15,16-tetracarboxylate | 129191-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: tetramethyl (1S,6S,9R,14R)-17,18-dioxapentacyclo[12.2.1.16,9.02,13.05,10]octadeca-2(13),5(10),7,15-tetraene-7,8,15,16-tetracarboxylate
• CAS: 129191-90-8
• 化学式: C₂₄H₂₄O₁₀
• 分子量: 472.449
• InChiKey: IEEUVOXOPJTIFO-FGYAAKKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  丙炔醚 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 tetramethyl (1S,6S,9R,14R)-17,18-dioxapentacyclo[12.2.1.16,9.02,13.05,10]octadeca-2(13),5(10),7,15-tetraene-7,8,15,16-tetracarboxylate
  参考文献：
  名称：

  Semiflexible Ribbon-type Structures via Repetitive Diels-Alder Cycloaddition. Cage Formation versus Polymerization

  摘要：

  Starting from various acetylenedicarboxylates (1a-e) as bis-dienophiles and [2.2](3,4)furanophane (2) as bis-diene, a series of ribbon-type oligomers (6) has been prepared via repetitive Diels-Alder reactions. Intramolecular Diels-Alder cycloaddition of 5, the smallest ''AB-type'' building block of 6, provides cage compound 7, whose structure has been determined unambiguously by crystallography. In order to avoid competitive retro-Diels-Alder reactions, high-pressure conditions have been applied. This approach provides ribbon-type polymers which contain cyclooctadiene (COD) moieties as ''semiflexible'' units.

  DOI：

  10.1021/ja00085a011

文献信息

• 1,2,5,6-Tetra-exo-methylenecynclooctane and [2.2]-(2,3)- Furanophane as bis-diene components in diels-alder reactions
  作者：Matthias Pollmann、Werner Wohlfarth、Klaus Müllen、Johann Lex

  DOI：10.1016/s0040-4039(00)94676-8

  日期：1990.1
• Pollmann M., Muellen K., J. Amer. Chem. Soc, 116 (1994) N 6, S 2318-2323
  作者：Pollmann M., Muellen K.

  DOI：——

  日期：——