(2S)-2-chloropentane-1,5-diol | 1220627-71-3

• 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: (2S)-2-chloropentane-1,5-diol
• CAS: 1220627-71-3
• 化学式: C₅H₁₁ClO₂
• 分子量: 138.594
• InChiKey: RRLFXMBKRCBVST-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 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：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-2-chloropentane-1,5-diol 以 水 为溶剂， 反应 0.33h， 以86%的产率得到溴化镧水合物
  参考文献：
  名称：

  Regioselective and Stereoselective Cyclizations of Chloropolyols in Water: Rapid Synthesis of Hydroxytetrahydrofurans

  摘要：

  A concise, stereoselective synthesis of functionalized tetrahydrofuranols has been developed that involves heating readily available chloropolyols in water. These reactions are operationally straightforward and chemoselective for the formation of tetrahydrofurans, obviating the need for complicated protecting group strategies. The efficiency of this process is demonstrated in a short asymmetric synthesis of the natural product (+)-goniothalesdiol.

  DOI：

  10.1021/ol100260z
• 作为产物：
  描述：

  methyl (4S)-4-chloro-5-oxopentanoate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以62%的产率得到(2S)-2-chloropentane-1,5-diol
  参考文献：
  名称：

  Regioselective and Stereoselective Cyclizations of Chloropolyols in Water: Rapid Synthesis of Hydroxytetrahydrofurans

  摘要：

  A concise, stereoselective synthesis of functionalized tetrahydrofuranols has been developed that involves heating readily available chloropolyols in water. These reactions are operationally straightforward and chemoselective for the formation of tetrahydrofurans, obviating the need for complicated protecting group strategies. The efficiency of this process is demonstrated in a short asymmetric synthesis of the natural product (+)-goniothalesdiol.

  DOI：

  10.1021/ol100260z