(4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decahydroxy-1-heptacosene | 139071-34-4

• 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: (4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decahydroxy-1-heptacosene
• CAS: 139071-34-4
• 化学式: C₂₇H₅₄O₁₀
• 分子量: 538.72
• InChiKey: XWLUUKVBIJLIJD-WRTCTHGKSA-N

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  (4R,6R,8S,10R,12S,14R,16S,18R,20S,22S)-4,6:8,10:12,14:16,18:20,22-Pentakis-O-(1-methylethylidene)-1-heptacosene-4,6,8,10,12,14,16,18,20,22-decol 在 Dowex W₅₀-X₁ 作用下， 以 甲醇 为溶剂， 以50.5 mg的产率得到(4R,6R,8S,10R,12R,14S,16S,18S,20S,22S)-Decahydroxy-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