(4R,6S,8R,10S)-trideca-1,12-diene-4,6,8,10-tetrol | 620605-74-5

• 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: (4R,6S,8R,10S)-trideca-1,12-diene-4,6,8,10-tetrol
• CAS: 620605-74-5
• 化学式: C₁₃H₂₄O₄
• 分子量: 244.331
• InChiKey: UJRBENBOORCYTE-FNFFVJSTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,6S,8R,10S)-trideca-1,12-diene-4,6,8,10-tetrol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex (R,R)-DPPA 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.75h， 生成 (2R,4R,6R)-2-ethenyl-6-[[(2S,4S,6R)-6-ethenyl-4-hydroxyoxan-2-yl]methyl]oxan-4-ol
  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：

  环庚-5-烯-顺-1,3-二醇 在 indium 、 臭氧 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 (4R,6S,8R,10S)-trideca-1,12-diene-4,6,8,10-tetrol
  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.