(4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decamethoxy-1-heptacosene | 139236-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decamethoxy-1-heptacosene
• 英文别名: (4R,6R,8R,10R,12R,14S,16S,18S,20S,22S)-4,6,8,10,12,14,16,18,20,22-decamethoxyheptacos-1-ene
• CAS: 139236-00-3
• 化学式: C₃₇H₇₄O₁₀
• 分子量: 678.989
• InChiKey: OXGGBELMJKZUBN-KFLVAVFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  47
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decahydroxy-1-heptacosene 、 碘甲烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以49.2 mg的产率得到(4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decamethoxy-1-heptacosene
  参考文献：
  名称：

  An iterative and convergent synthesis of syn polyols

  摘要：

  We have developed a new iterative and convergent synthesis of alternating (1,3,5...) polyol chains based on enantiomerically enriched (94% ee) chloro nitrile 1. Chloro nitrile 1 is both a potential nucleophile and a potential electrophile; orthogonal nucleophilic or electrophilic activation leads to a highly efficient synthetic strategy for alternating polyol chains. As an illustration permethylated polyol 2 (n = 10), a natural product with 10 stereogenic centers isolated from the blue green alga Tolypothrix conglutinata var. chlorata, was prepared in 10 steps from 1.

  DOI：

  10.1021/jo00031a041

文献信息

• An iterative and convergent synthesis of syn polyols
  作者：Scott D. Rychnovsky、George Griesgraber

  DOI：10.1021/jo00031a041

  日期：1992.2

  We have developed a new iterative and convergent synthesis of alternating (1,3,5...) polyol chains based on enantiomerically enriched (94% ee) chloro nitrile 1. Chloro nitrile 1 is both a potential nucleophile and a potential electrophile; orthogonal nucleophilic or electrophilic activation leads to a highly efficient synthetic strategy for alternating polyol chains. As an illustration permethylated polyol 2 (n = 10), a natural product with 10 stereogenic centers isolated from the blue green alga Tolypothrix conglutinata var. chlorata, was prepared in 10 steps from 1.