(R)-2-(4-chlorophenyl)-2-hydroxyacetic acid compound with (R)-tert-butyl(phenyl)phosphine oxide (1:1) | 1217298-40-2

• 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: (R)-2-(4-chlorophenyl)-2-hydroxyacetic acid compound with (R)-tert-butyl(phenyl)phosphine oxide (1:1)
• CAS: 1217298-40-2
• 化学式: C₈H₇ClO₃*C₁₀H₁₅OP
• 分子量: 368.797
• InChiKey: VFXQKNMWHFRXAW-HMZWWLAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  对氯扁桃酸 、 tert-Butylphenylphosphine oxide 以 乙醚 、 正己烷 为溶剂， 反应 12.0h， 生成 (R)-2-(4-chlorophenyl)-2-hydroxyacetic acid compound with (R)-tert-butyl(phenyl)phosphine oxide (1:1) 、 (S)-2-(4-chlorophenyl)-2-hydroxyacetic acid compound with (R)-tert-butyl(phenyl)phosphine oxide (1:1)
  参考文献：
  名称：

  Enantiopure tert-butyl(phenyl)phosphine oxide. Chirality-recognition ability and mechanism

  摘要：

  When enantiopure tert-butyl(phenyl)phosphine oxide 1 was used as a resolving agent, it showed an acceptable to good chirality-recognition ability for several kinds of racemic carboxylic acids 2. A study on a chirality-recognition mechanism based on X-ray crystallographic analyses of the diastereomeric complexes of 2 with 1 revealed that the complex crystals consisted of helical columns and that 1 was not responsible for the formation of the helical column and occupied a void between the columns; although I interacted with 2 via a hydrogen bond to primarily form a pair with 2, the complex crystals were mainly stabilized by the accumulation of weak interactions, such as CH/pi, pi/pi and CH center dot center dot center dot O interactions, between 1/1, 1/2 and 2/2. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.11.021