7,7-dimethyl-1-oxo-1-phenyl-3-diphenylphosphinyl-hexahydro-1H-pyrrolo<1,2-c><1,3,2>oxazaphosphorine | 138866-01-0

• 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: 7,7-dimethyl-1-oxo-1-phenyl-3-diphenylphosphinyl-hexahydro-1H-pyrrolo<1,2-c><1,3,2>oxazaphosphorine
• CAS: 138866-01-0
• 化学式: C₂₆H₂₉NO₃P₂
• 分子量: 465.469
• InChiKey: QHDVQAKVACRVHB-CPYHESTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (3R,4aR)-3-(Diphenyl-phosphinoyl)-7,7-dimethyl-1-phenyl-hexahydro-pyrrolo[1,2-c][1,3,2]oxazaphosphinine 在 双氧水 作用下， 以 苯 为溶剂， 生成 7,7-dimethyl-1-oxo-1-phenyl-3-diphenylphosphinyl-hexahydro-1H-pyrrolo<1,2-c><1,3,2>oxazaphosphorine
  参考文献：
  名称：

  Direct synthesis of isoxazolidinylphosphines by cycloaddition of nitrones to diphenylphosphinoethenes and x-ray structure of 7,7-dimethyl-1-oxo-1-phenyl-3-diphenylphosphinyl-hexahydro-1H-pyrrolo [1,2-c] [1,3,2] oxazaphosphorine

  摘要：

  The 1,3-dipolar cycloaddition reaction of N-alkyl nitrones with diphenylvinylphosphines affords directly isoxazolidinylphosphines in satisfactory yields and in regio- and stereoselective manner. The parent diphenylvinylphosphine was found to favor the formation of 5-phosphinoisoxazolidines whereas diphenylpropenylphosphine gave instead the 4-phosphinoisoxazolidine regioisomer. However, in reactions utilizing an alkylarylvinylphosphine and/or N-arylnitrone, oxidation of the phosphine by the nitrone reagent was found to precede the cycloaddition. An attempted conversion of the bicyclic isoxazolidine derived from 2,2-dimethyl-dihydro-2H-pyrrole 1-oxide and diphenylvinylphosphine to the perhydropyrrolo[1,2-c] [1,3,2]oxaza-phosphorine ring system was accomplished through the use of the corresponding phosphine oxide derivative and provided a single diastereoisomer of the desired pyrrolooxazaphosphorinane characterized ultimately in the form of its dioxide hydrate by the X-ray diffraction technique.

  DOI：

  10.1016/s0040-4020(01)86511-x