1-<2-phenylethyl>-3-chloro-1,2-propanediol | 151716-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<2-phenylethyl>-3-chloro-1,2-propanediol
• CAS: 151716-01-7
• 化学式: C₁₁H₁₅ClO₂
• 分子量: 214.692
• InChiKey: VFIQBGSSSNCOEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.85
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-<2-phenylethyl>-3-chloro-1,2-propanediol 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 、 phosphate buffer 作用下， 以 甲醇 为溶剂， 反应 9.7h， 生成 (R)-(-)-2-phenylmethyl glycidyl ether
  参考文献：
  名称：

  Enzymatic resolution of butanoic esters of 1-phenylmethyl and 1-[2-phenylethyl] ethers of 3-chloro-1,2-propanediol

  摘要：

  The enzymatic hydrolysis of butanoic esters of 1-phenylmethyl- and 1-[2-phenylethyl] ethers of 3-chloro-1,2-propanediol has been studied by using lipases. Highest enantiomeric ratio was obtained with PPL for the phenylmethyl ether and with Amano SAM II for the phenylethyl ether. The absolute configurations of the products were verified in two ways. Both the produced alcohols and the remaining esters were converted into the corresponding glycidyl ethers which also were synthesised in homochiral forms starting from (S)- epichlorohydrin. The produced alcohols and the remaining esters were prepared independently from (S)-epichlorohydrin.

  DOI：

  10.1016/s0957-4166(00)80140-8
• 作为产物：
  描述：

  苯乙醇 、 环氧氯丙烷 在 三氟化硼乙醚 作用下， 反应 2.0h， 以22%的产率得到1-<2-phenylethyl>-3-chloro-1,2-propanediol
  参考文献：
  名称：

  Enzymatic resolution of butanoic esters of 1-phenylmethyl and 1-[2-phenylethyl] ethers of 3-chloro-1,2-propanediol

  摘要：

  The enzymatic hydrolysis of butanoic esters of 1-phenylmethyl- and 1-[2-phenylethyl] ethers of 3-chloro-1,2-propanediol has been studied by using lipases. Highest enantiomeric ratio was obtained with PPL for the phenylmethyl ether and with Amano SAM II for the phenylethyl ether. The absolute configurations of the products were verified in two ways. Both the produced alcohols and the remaining esters were converted into the corresponding glycidyl ethers which also were synthesised in homochiral forms starting from (S)- epichlorohydrin. The produced alcohols and the remaining esters were prepared independently from (S)-epichlorohydrin.

  DOI：

  10.1016/s0957-4166(00)80140-8