tetraallyl ((R,R)-1,2-cyclohexylenediamino)-(S,S)-di(phenylmethylphosphonate) | 1378938-70-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: tetraallyl ((R,R)-1,2-cyclohexylenediamino)-(S,S)-di(phenylmethylphosphonate)
• 英文别名: (1R,2R)-1-N,2-N-bis[(S)-[oxido-bis(prop-2-enoxy)phosphaniumyl]-phenylmethyl]cyclohexane-1,2-diamine
• CAS: 1378938-70-5
• 化学式: C₃₂H₄₄N₂O₆P₂
• 分子量: 614.659
• InChiKey: HCFNKYGJBRATMU-ZRTHHSRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  42
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R,R)-N,N'-dibenzylidene-1,2-diaminocyclohexane 、 diallyl phosphite 生成 tetraallyl ((R,R)-1,2-cyclohexylenediamino)di(phenylmethylphosphonate) 、 tetraallyl ((R,R)-1,2-cyclohexylenediamino)-(S,S)-di(phenylmethylphosphonate)
  参考文献：
  名称：

  Synthesis and resolution of diastereomers of (R,R)-1,2-cyclohexylenediamino-di-phenylmethylphosphonates

  摘要：

  Salen-like compounds, such as bis-aminophosphonic systems bearing a (R,R)-1,2-diamino-cyclohexyl (DACH) moiety, were synthesized by the addition of dialkyl phosphites to the azomethine bond of N,N'-dibenzylidene-1,2-diaminocyclohexane 2. Five bis-aminophosphonates, dimethyl, diethyl, diisopropyl, dibenzyl, and diallyl derivatives, were obtained in high diastereoselectivity. Three of these compounds, dimethyl 3a, diethyl 3b, and diisopropyl 3c derivatives, had the predominant diastereoisomers separated. A hypothetical explanation of the diastereoselectivity is also reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.04.007

文献信息

• Synthesis and resolution of diastereomers of (R,R)-1,2-cyclohexylenediamino-di-phenylmethylphosphonates
  作者：Jarosław Lewkowski、Paweł Tokarz、Tadeusz Lis、Katarzyna Ślepokura

  DOI：10.1016/j.tetasy.2012.04.007

  日期：2012.4

  Salen-like compounds, such as bis-aminophosphonic systems bearing a (R,R)-1,2-diamino-cyclohexyl (DACH) moiety, were synthesized by the addition of dialkyl phosphites to the azomethine bond of N,N'-dibenzylidene-1,2-diaminocyclohexane 2. Five bis-aminophosphonates, dimethyl, diethyl, diisopropyl, dibenzyl, and diallyl derivatives, were obtained in high diastereoselectivity. Three of these compounds, dimethyl 3a, diethyl 3b, and diisopropyl 3c derivatives, had the predominant diastereoisomers separated. A hypothetical explanation of the diastereoselectivity is also reported. (C) 2012 Elsevier Ltd. All rights reserved.