methyl S-13-(t-butyldimethylsilanyloxy)tetradec-2-ynoate | 612070-02-7

• 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: methyl S-13-(t-butyldimethylsilanyloxy)tetradec-2-ynoate
• CAS: 612070-02-7
• 化学式: C₂₁H₄₀O₃Si
• 分子量: 368.632
• InChiKey: DZCXZMIUDGCZOR-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  25.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl S-13-(t-butyldimethylsilanyloxy)tetradec-2-ynoate 在 palladium on activated charcoal 氢气 、 四丁基氟化铵 作用下， 以 乙醇 、 四氢呋喃 为溶剂， 反应 42.0h， 以74%的产率得到(+)-(S)-13-Hydroxytetradecansaeure-methylester
  参考文献：
  名称：

  Products of Cytochrome P450_BioI (CYP107H1)-Catalyzed Oxidation of Fatty Acids

  摘要：

  [GRAPHICS]Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(Biol) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C-14 fatty acids and the 11- to 15-hydroxy C-16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(Biol) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.

  DOI：

  10.1021/ol035254e
• 作为产物：
  描述：

  (S)-10-(tert-butyldimethylsilyloxy)undecan-1-ol 在 三乙烯二胺 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 25.0h， 生成 methyl S-13-(t-butyldimethylsilanyloxy)tetradec-2-ynoate
  参考文献：
  名称：

  Products of Cytochrome P450_BioI (CYP107H1)-Catalyzed Oxidation of Fatty Acids

  摘要：

  [GRAPHICS]Oxidation of tetradecanoic and hexadecanoic acids by cytochrome P450(Biol) (CYP107H1) produces mainly the 11-, 12-, and 13-hydroxy C-14 fatty acids and the 11- to 15-hydroxy C-16 fatty acids, respectively. In contrast to previous reports, terminal hydroxylation is not observed. The enantiospecificity of fatty acid hydroxylation by P450(Biol) was also determined, and the enzyme was shown to be moderately selective for production of the (R)-alcohols.

  DOI：

  10.1021/ol035254e