Diphenyl-N-1-adamantylphosphoramidat | 49802-24-6

• 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: Diphenyl-N-1-adamantylphosphoramidat
• 英文别名: Diphenyl N-1-adamantylphosphoramidate；N-diphenoxyphosphoryladamantan-1-amine
• CAS: 49802-24-6
• 化学式: C₂₂H₂₆NO₃P
• 分子量: 383.427
• InChiKey: BMDNIXZGSFOCEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  金刚烷胺 、 氯磷酸二苯酯 以 乙腈 为溶剂， 生成 Diphenyl-N-1-adamantylphosphoramidat
  参考文献：
  名称：

  Reactivity of Cage-Like Amines toward p-Toluenesulfonyl Chloride and Diphenyl Chlorophosphate in Acetonitrile

  摘要：

  The nucleophilic reactivity of amines of the norbornane, norbornene, and adamantane series toward p-toluenesulfonyl chloride and diphenyl chlorophosphate in acetonitrile at 25degreesC is determined mainly by the steric factor. Parameters characterizing spatial accessibility of the reaction center in the amine molecule have been determined. Cage-like substituents show no appreciable effect on the amine reactivity, as compared to common alkyl groups.

  DOI：

  10.1023/b:rujo.0000034909.58849.e9

文献信息

• Synthesis of diethyl N-dodecylphosphoramidate analogs as potential inhibitors of dental plaque
  作者：Victor D. Warner、Dale B. Mirth、Adrienne S. Dey、Samuel S. Turesky、Barbara Soloway

  DOI：10.1021/jm00268a026

  日期：1973.10
• Reactivity of Cage-Like Amines toward p-Toluenesulfonyl Chloride and Diphenyl Chlorophosphate in Acetonitrile
  作者：Yu. S. Sadovskii、T. N. Solomoichenko、A. O. Kas'yan、E. A. Golodaeva、S. V. Anikanova、L. I. Kas'yan、V. A. Savelova

  DOI：10.1023/b:rujo.0000034909.58849.e9

  日期：2004.1

  The nucleophilic reactivity of amines of the norbornane, norbornene, and adamantane series toward p-toluenesulfonyl chloride and diphenyl chlorophosphate in acetonitrile at 25degreesC is determined mainly by the steric factor. Parameters characterizing spatial accessibility of the reaction center in the amine molecule have been determined. Cage-like substituents show no appreciable effect on the amine reactivity, as compared to common alkyl groups.