(SP)-(+)-P-(2-methoxyphenyl)-phenyl-P-(2'-diphenylphosphino)ethylphosphine oxide | 160811-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (SP)-(+)-P-(2-methoxyphenyl)-phenyl-P-(2'-diphenylphosphino)ethylphosphine oxide
• 英文别名: (S_P)-(+)-P-(2-methoxyphenyl)-phenyl-P-(2'-diphenylphosphino)ethylphosphine oxide
• CAS: 160811-74-5
• 化学式: C₂₇H₂₆O₂P₂
• 分子量: 444.45
• InChiKey: VBJYMEOUNDAWMD-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (SP)-(+)-P-(2-methoxyphenyl)-phenyl-P-(2'-diphenylphosphino)ethylphosphine oxide 在 盐酸 、 potassium cyanide 、 氟硼酸钠 、 三正丁胺 、 bis<(R)-dimethyl(1-(1-naphthyl)ethylaminato-C²,N)palladium II chloride> 、 三氯硅烷 作用下， 生成 (S_P)-(+)-(2-methoxyphenyl)-P-phenyl-P-(2'-diphenylphosphino)ethylphosphine
  参考文献：
  名称：

  A chelating diphosphine with a single stereogenic phosphorus atom; RP or SP-(2-methoxyphenyl)-P-phenyl-P-(2′-diphenylphosphino)ethylphosphine

  摘要：

  A synthesis of the title diphosphine is described, in which the key step is a Michael addition of lithium diphenylphosphide to a vinylphosphineborane 9, itself formed by stereospecific ring opening of the ephedrine-derived oxazaphospholidine borane by reaction with vinyl lithium. The resulting phosphinamide 11 can be further elaborated to the desired product R-5 in 96% e.e., superior to that obtained in a parallel synthesis involving the vinylphosphine oxide 1 In the latter case enantiomerically pure S-product can be obtained by recrystallisation of palladium complex 7 and recovery of the diphosphine by displacement with KCN.

  DOI：

  10.1016/s0957-4166(00)86279-5
• 作为产物：
  描述：

  (S_P)-(-)-N-<(1S,2R)-2-hydroxy-1-methylphenethyl>-N-methyl-P-(2'-diphenylphosphino)ethylphosphinamide 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 (SP)-(+)-P-(2-methoxyphenyl)-phenyl-P-(2'-diphenylphosphino)ethylphosphine oxide
  参考文献：
  名称：

  A chelating diphosphine with a single stereogenic phosphorus atom; RP or SP-(2-methoxyphenyl)-P-phenyl-P-(2′-diphenylphosphino)ethylphosphine

  摘要：

  A synthesis of the title diphosphine is described, in which the key step is a Michael addition of lithium diphenylphosphide to a vinylphosphineborane 9, itself formed by stereospecific ring opening of the ephedrine-derived oxazaphospholidine borane by reaction with vinyl lithium. The resulting phosphinamide 11 can be further elaborated to the desired product R-5 in 96% e.e., superior to that obtained in a parallel synthesis involving the vinylphosphine oxide 1 In the latter case enantiomerically pure S-product can be obtained by recrystallisation of palladium complex 7 and recovery of the diphosphine by displacement with KCN.

  DOI：

  10.1016/s0957-4166(00)86279-5