(4S,6R)-dodec-1-ene-4,6-diol | 1039730-00-1

• 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: (4S,6R)-dodec-1-ene-4,6-diol
• CAS: 1039730-00-1
• 化学式: C₁₂H₂₄O₂
• 分子量: 200.321
• InChiKey: GGFJLOCXFQCVHJ-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 (4S,6R)-dodec-1-ene-4,6-diol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以86%的产率得到trimethyl-[(4S,6R)-4-trimethylsilyloxydodec-1-en-6-yl]oxysilane
  参考文献：
  名称：

  Iterative Cr-Mediated Catalytic Asymmetric Allylation To Synthesize syn/syn- and anti/anti-1,3,5-Triols

  摘要：

  Iterative use of Cr-mediated catalytic asymmetric allylation could give a simple access to 1,3-polyols. Using syn/syn- and anti/anti-1,3,5-triols as representative examples, the feasibility of this approach is studied, thereby demonstrating that (1) the pre-existing TMS-protected alcohol at the beta-position does not give a significant effect on the Cr-mediated catalytic asymmetric allylation and (2) this synthetic route furnishes the expected syn/syn- and anti/anti-1,3,5-triols at the useful level of asymmetric induction and yield.

  DOI：

  10.1021/ol801094e
• 作为产物：
  描述：

  trimethyl-[(4S,6R)-4-trimethylsilyloxydodec-1-en-6-yl]oxysilane 在 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 以128 mg的产率得到(4S,6R)-dodec-1-ene-4,6-diol
  参考文献：
  名称：

  Iterative Cr-Mediated Catalytic Asymmetric Allylation To Synthesize syn/syn- and anti/anti-1,3,5-Triols

  摘要：

  Iterative use of Cr-mediated catalytic asymmetric allylation could give a simple access to 1,3-polyols. Using syn/syn- and anti/anti-1,3,5-triols as representative examples, the feasibility of this approach is studied, thereby demonstrating that (1) the pre-existing TMS-protected alcohol at the beta-position does not give a significant effect on the Cr-mediated catalytic asymmetric allylation and (2) this synthetic route furnishes the expected syn/syn- and anti/anti-1,3,5-triols at the useful level of asymmetric induction and yield.

  DOI：

  10.1021/ol801094e