(2S,3R,5R,6S)-2,3,4,5,6-pentafluoroheptane | 1187566-60-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: (2S,3R,5R,6S)-2,3,4,5,6-pentafluoroheptane
• CAS: 1187566-60-4
• 化学式: C₇H₁₁F₅
• 分子量: 190.156
• InChiKey: UCHDWYFTCSZYGJ-UNTFVMJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S,3R,5R,6S)-2,3,4,5,6-pentafluoroheptane-1,7-diol 1,7-ditosylate 在 lithium aluminium tetrahydride 作用下， 以 氘代四氢呋喃 为溶剂， 反应 7.0h， 生成 (2S,3R,5R,6S)-2,3,4,5,6-pentafluoroheptane
  参考文献：
  名称：

  Diastereoselective Synthesis of 2,3,4,5,6-Pentafluoroheptanes

  摘要：

  A stereocontrolled synthesis of alkanes containing five contiguous fluorine atoms is presented. The compounds were prepared by sequential fluorination of diastereoisomeric alcohol-diepoxides. The chemistry involved epoxide ring-opening with HF-NEt3 and deshydroxyfluorination reactions of free alcohols with Deoxo-Fluor, The fluorination reactions were all highly stereospecific, with all five fluorines being incorporated in three sequential steps. Three different diastereoisomers of the 2,3,4,5,6-pentafluoroheptyl motif were prepared as heptane-1,7-diol derivatives, a structural format amenable for incorporation of the vicinal pentafluoro scaffold into larger molecular architectures.

  DOI：

  10.1021/jo901360e