(Z)-12-[tert-butyl(dimethyl)silyl]oxydodec-3-en-1-ol | 358750-06-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (Z)-12-[tert-butyl(dimethyl)silyl]oxydodec-3-en-1-ol
• CAS: 358750-06-8
• 化学式: C₁₈H₃₈O₂Si
• 分子量: 314.584
• InChiKey: QVFORDADJMSVCE-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-12-[tert-butyl(dimethyl)silyl]oxydodec-3-en-1-ol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到tert-Butyl-((Z)-12-iodo-dodec-9-enyloxy)-dimethyl-silane
  参考文献：
  名称：

  A photoaffinity probe for 5-hydroxyeicosanoid dehydrogenase suitable for radioiodination

  摘要：

  5-Hydroxy eicosanoid dehydrogenase (5h-dh) is a key enzyme responsible for the biosynthesis of 5-oxo-ETE, a potent eosinophil chemoattractant. To facilitate the identification and characterization of jh-dh we have synthesized a photoaffinity ligand 7, designed to bind to the enzyme, and shown it to be an excellent substrate for Sh-dh. We have also synthesized a precursor 34, containing the photoaffinity label and a trimethyl tin group that can readily be displaced by iodide and will be suitable for radioiodination with I-125. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00699-2
• 作为产物：
  描述：

  9-(tert-butyldimethylsilyloxy)nonanal 、 溴化(2-羟乙基)三苯基磷 在 六甲基磷酰三胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以45%的产率得到(Z)-12-[tert-butyl(dimethyl)silyl]oxydodec-3-en-1-ol
  参考文献：
  名称：

  A photoaffinity probe for 5-hydroxyeicosanoid dehydrogenase suitable for radioiodination

  摘要：

  5-Hydroxy eicosanoid dehydrogenase (5h-dh) is a key enzyme responsible for the biosynthesis of 5-oxo-ETE, a potent eosinophil chemoattractant. To facilitate the identification and characterization of jh-dh we have synthesized a photoaffinity ligand 7, designed to bind to the enzyme, and shown it to be an excellent substrate for Sh-dh. We have also synthesized a precursor 34, containing the photoaffinity label and a trimethyl tin group that can readily be displaced by iodide and will be suitable for radioiodination with I-125. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00699-2