(+)-(R)-hydroxy(phenyl)methyl[(R)-hydroxy(phenyl)methyl]phosphinic acid | 1035265-66-7

• 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: (+)-(R)-hydroxy(phenyl)methyl[(R)-hydroxy(phenyl)methyl]phosphinic acid
• 英文别名: (+)-(R,R)-bis(1-hydroxyphenylmethyl)phosphinic acid；bis[hydroxy(phenyl)methyl]phosphinic acid；bis[(R)-hydroxy(phenyl)methyl]phosphinic acid
• CAS: 1035265-66-7
• 化学式: C₁₄H₁₅O₄P
• 分子量: 278.244
• InChiKey: YMIKTLVFXBBWKP-ZIAGYGMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-1-phenylethanaminium (R)-hydroxy(phenyl)methyl[(R)-hydroxy(phenyl)methyl]phosphinate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 以100%的产率得到(+)-(R)-hydroxy(phenyl)methyl[(R)-hydroxy(phenyl)methyl]phosphinic acid
  参考文献：
  名称：

  First resolution of (R,R)- and (S,S)-bis(1-hydroxyphenylmethyl)phosphinic acids via diastereomeric salt formation with enantiopure 1-phenylethylamines

  摘要：

  The resolution of racemic bis(1-hydroxyphenylmethyl)phosphinic acid with enantiopure 1-phenylethylamines via diastereomeric salt formation was investigated. X-ray crystallographic analysis of the salt clearly revealed that (S)-1-phenylethylamine was an efficient resolving agent for obtaining the single enantiomer (R,R)-bis(1-hydroxyphenylmethyl)phosphinic acid. Resolving racemic bis(1-hydroxvphenylmethyl)phosphinic acid with (R)-2-phenylethylamine gave access to (S,S)-bis(1-hydroxyphenylmethyl)phosphinic acid in good yield. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.004

文献信息

• First resolution of (R,R)- and (S,S)-bis(1-hydroxyphenylmethyl)phosphinic acids via diastereomeric salt formation with enantiopure 1-phenylethylamines
  作者：Babak Kaboudin、Hamideh Haghighat、Tsutomu Yokomatsu

  DOI：10.1016/j.tetasy.2008.03.004

  日期：2008.4

  The resolution of racemic bis(1-hydroxyphenylmethyl)phosphinic acid with enantiopure 1-phenylethylamines via diastereomeric salt formation was investigated. X-ray crystallographic analysis of the salt clearly revealed that (S)-1-phenylethylamine was an efficient resolving agent for obtaining the single enantiomer (R,R)-bis(1-hydroxyphenylmethyl)phosphinic acid. Resolving racemic bis(1-hydroxvphenylmethyl)phosphinic acid with (R)-2-phenylethylamine gave access to (S,S)-bis(1-hydroxyphenylmethyl)phosphinic acid in good yield. (C) 2008 Elsevier Ltd. All rights reserved.