ethyl (E)-4-[(4R,6R)-6-[[(4S,6S)-6-[(E)-4-ethoxy-4-oxobut-2-enyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]but-2-enoate | 620605-73-4

• 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 (E)-4-[(4R,6R)-6-[[(4S,6S)-6-[(E)-4-ethoxy-4-oxobut-2-enyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]but-2-enoate
• CAS: 620605-73-4
• 化学式: C₂₅H₄₀O₈
• 分子量: 468.588
• InChiKey: CLOYWLORCAHHEH-NYYKELBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (E)-4-[(4R,6R)-6-[[(4S,6S)-6-[(E)-4-ethoxy-4-oxobut-2-enyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]but-2-enoate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 4-二甲氨基吡啶 、 (R,R)-DPPA 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  Palladium(0)-Mediated Desymmetrization of Meso Tetraols:  An Approach to the C3−C17 Bis-oxane Segment of Phorboxazoles A and B

  摘要：

  [GRAPHICS]meso-Tetraol bis(allylic acetates) 2 and 5 were synthesized via two-directional chain elongation. A palladium-mediated, ligand-controlled desymmetrization provided the desired bis-oxanes in greater than 98% ee. Bis-oxanes 1 and 4 represent potential synthetic intermediates for the C3-C17 subunits of phorboxazoles A and B.

  DOI：

  10.1021/ol0354775
• 作为产物：
  描述：

  2-[(4R,6R)-6-[[(4S,6S)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetonitrile 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.67h， 生成 ethyl (E)-4-[(4R,6R)-6-[[(4S,6S)-6-[(E)-4-ethoxy-4-oxobut-2-enyl]-2,2-dimethyl-1,3-dioxan-4-yl]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]but-2-enoate
  参考文献：
  名称：

  Palladium(0)-Mediated Desymmetrization of Meso Tetraols:  An Approach to the C3−C17 Bis-oxane Segment of Phorboxazoles A and B

  摘要：

  [GRAPHICS]meso-Tetraol bis(allylic acetates) 2 and 5 were synthesized via two-directional chain elongation. A palladium-mediated, ligand-controlled desymmetrization provided the desired bis-oxanes in greater than 98% ee. Bis-oxanes 1 and 4 represent potential synthetic intermediates for the C3-C17 subunits of phorboxazoles A and B.

  DOI：

  10.1021/ol0354775

文献信息

• Palladium(0)-Mediated Desymmetrization of Meso Tetraols:  An Approach to the C3−C17 Bis-oxane Segment of Phorboxazoles A and B
  作者：Brian S. Lucas、Steven D. Burke

  DOI：10.1021/ol0354775

  日期：2003.10.1

  [GRAPHICS]meso-Tetraol bis(allylic acetates) 2 and 5 were synthesized via two-directional chain elongation. A palladium-mediated, ligand-controlled desymmetrization provided the desired bis-oxanes in greater than 98% ee. Bis-oxanes 1 and 4 represent potential synthetic intermediates for the C3-C17 subunits of phorboxazoles A and B.