(2S,5R)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane | 1228269-20-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (2S,5R)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane
• CAS: 1228269-20-2
• 化学式: C₂₀H₁₆ClO₂P
• 分子量: 354.773
• InChiKey: DEIBLKNPWPMYGF-DVECYGJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-(-)-2-丁醇 、 (2S,5R)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 (5R)-2-((R)-sec-butoxy)-4,4,5-triphenyl-1,3,2-dioxaphospholane
  参考文献：
  名称：

  Triphenylethanediol-Derived 2-Chloro-1,3,2- dioxaphospholane: Synthesis, Structure, and Reaction with Chiral Alcohols

  摘要：

  The reaction of (S)-1,1,2-triphenylethanediol (3) with phosphorus trichloride leads to the diastereoselective formation of (S(C), R(P))-2-chloro-1,3,2-dioxaphospholane (2). Its configuration has been determined by single crystal X-ray diffraction. When reacted with racemic secondary alcohols, diastereomeric phosphites are obtained, which display substantial shift differences in the (31)P NMR spectra. Thus, chlorodioxaphospholane 2 can serve as derivatizing reagent for chiral secondary alcohols permitting to determine their enantiomeric excess.

  DOI：

  10.1080/10426500802509624
• 作为产物：
  描述：

  (R)-三苯基乙二醇 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 生成 (2S,5R)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane
  参考文献：
  名称：

  Triphenylethanediol-Derived 2-Chloro-1,3,2- dioxaphospholane: Synthesis, Structure, and Reaction with Chiral Alcohols

  摘要：

  The reaction of (S)-1,1,2-triphenylethanediol (3) with phosphorus trichloride leads to the diastereoselective formation of (S(C), R(P))-2-chloro-1,3,2-dioxaphospholane (2). Its configuration has been determined by single crystal X-ray diffraction. When reacted with racemic secondary alcohols, diastereomeric phosphites are obtained, which display substantial shift differences in the (31)P NMR spectra. Thus, chlorodioxaphospholane 2 can serve as derivatizing reagent for chiral secondary alcohols permitting to determine their enantiomeric excess.

  DOI：

  10.1080/10426500802509624