(E,11S,13R,14R)-2,2,11,13-tetrachlorodocos-15-ene-1,14-diol | 1268352-34-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (E,11S,13R,14R)-2,2,11,13-tetrachlorodocos-15-ene-1,14-diol
• CAS: 1268352-34-6
• 化学式: C₂₂H₄₀Cl₄O₂
• 分子量: 478.37
• InChiKey: JLPPACDHOPDXKG-XFZIPPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  28
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  (E,11S,13R,14R)-2,2,11,13-tetrachlorodocos-15-ene-1,14-diol 在 potassium permanganate 、 三甲基氯硅烷 、 苄基三乙基氯化铵 作用下， 以 正辛烷 、 二氯甲烷 为溶剂， 反应 0.5h， 以39%的产率得到(11S,13R,14S,15S,16R)-2,2,11,13,15,16-hexachlorodocosane-1,14-diol
  参考文献：
  名称：

  Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity

  摘要：

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.

  DOI：

  10.1021/ol102882a
• 作为产物：
  描述：

  己基溴化镁 在 dilithium tetrachlorocuprate 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.5h， 生成 (E,11S,13R,14R)-2,2,11,13-tetrachlorodocos-15-ene-1,14-diol
  参考文献：
  名称：

  Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity

  摘要：

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.

  DOI：

  10.1021/ol102882a

文献信息

• Asymmetric Total Synthesis of Danicalipin A and Evaluation of Biological Activity
  作者：Taiki Umezawa、Masayuki Shibata、Kensuke Kaneko、Tatsufumi Okino、Fuyuhiko Matsuda

  DOI：10.1021/ol102882a

  日期：2011.3.4

  Asymmetric total synthesis of danicalipin A was achieved. The synthesis was characterized by diastereoselective introduction of chlorine atoms. Biological activities with synthetic danicalipin A, its enantiomer, and racemate were also evaluated toward brine shrimp. Both enantiomers of danicalipin A showed almost the same activity.