(2-methyl-3-phenyl-1,2-oxazolidin-5-yl)-diphenylphosphane | 124346-65-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (2-methyl-3-phenyl-1,2-oxazolidin-5-yl)-diphenylphosphane
• CAS: 124346-65-2
• 化学式: C₂₂H₂₂NOP
• 分子量: 347.397
• InChiKey: MWLATJGAHWNTLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙烯基二苯基膦 、 N-(benzylidene)methylamine N-oxide 生成 (2-methyl-3-phenyl-1,2-oxazolidin-5-yl)-diphenylphosphane
  参考文献：
  名称：

  BRANDI, ALBERTO;GOTI, ANDREA;PIETRUSIEWICZ, MICHAEL, J. CHEM. SOC. CHEM. COMMUN.,(1989) N, C. 388-389

  摘要：

  DOI：

文献信息

• Unexpected dipolarophilic activity of diphenylvinylphosphine towards nitrones
  作者：Alberto Brandi、Andrea Goti、K. Micha? Pietrusiewicz

  DOI：10.1039/c39890000388

  日期：——

  The reactivity of diphenylvinylphosphine towards nitrones is dominated by the dipolarophilic nature of its double bond rather than by the ability of the PIII to act as an oxygen acceptor.

  二苯基乙烯基膦对硝酮的反应性受其双键的亲极性性质支配，而不是由P III充当氧受体的能力决定。
• 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
  作者：K.Michal Pietrusiewicz、Iwona Salamonczyk、Wanda Wieczorek、Alberto Brandi、Stefano Cicchi、Andrea Goti

  DOI：10.1016/s0040-4020(01)86511-x

  日期：1991.11

  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.