diphenylphosphinoyliminophenyl-acetic acid methyl ester | 182153-22-6

• 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: diphenylphosphinoyliminophenyl-acetic acid methyl ester
• 英文别名: Methyl 2-diphenylphosphorylimino-2-phenylacetate；methyl 2-diphenylphosphorylimino-2-phenylacetate
• CAS: 182153-22-6
• 化学式: C₂₁H₁₈NO₃P
• 分子量: 363.353
• InChiKey: PKUWLIHCSLZSAN-UHFFFAOYSA-N

物化性质

• 熔点：
  118.5-120.5 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• 沸点：
  501.8±33.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-丁炔-1-基氧基)(2-甲基-2-丙基)二苯基硅烷 、 diphenylphosphinoyliminophenyl-acetic acid methyl ester 在 Schwartz's reagent 、 Dimethylzinc 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.17h， 以93%的产率得到2-diphenylphosphinoylamino-6-(tert-butyldiphenylsilanyloxy)-2-phenylhex-3-enoic acid methyl ester
  参考文献：
  名称：

  Dimethylzinc-Mediated Addition of Alkenylzirconocenes to α-Keto and α-Imino Esters

  摘要：

  graphicHydrozirconation of alkynes followed by in situ transmetalation to dimethylzinc and 1,2-addition to activated ketones and N-diphenylphosphinoylimines leads to tertiary allylic alcohols and amines in high overall yield. With 8-phenylmenthol as the chiral auxiliary, si-face attack proceeds in good to excellent diastereoselectivitles.

  DOI：

  10.1021/ol0347141
• 作为产物：
  描述：

  苯甲酰甲酸甲酯 、 二苯基磷酰胺 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以40%的产率得到diphenylphosphinoyliminophenyl-acetic acid methyl ester
  参考文献：
  名称：

  Dimethylzinc-Mediated Addition of Alkenylzirconocenes to α-Keto and α-Imino Esters

  摘要：

  graphicHydrozirconation of alkynes followed by in situ transmetalation to dimethylzinc and 1,2-addition to activated ketones and N-diphenylphosphinoylimines leads to tertiary allylic alcohols and amines in high overall yield. With 8-phenylmenthol as the chiral auxiliary, si-face attack proceeds in good to excellent diastereoselectivitles.

  DOI：

  10.1021/ol0347141

文献信息

• Dimethylzinc-Mediated Addition of Alkenylzirconocenes to α-Keto and α-Imino Esters
  作者：Peter Wipf、Corey R. J. Stephenson

  DOI：10.1021/ol0347141

  日期：2003.7.1

  graphicHydrozirconation of alkynes followed by in situ transmetalation to dimethylzinc and 1,2-addition to activated ketones and N-diphenylphosphinoylimines leads to tertiary allylic alcohols and amines in high overall yield. With 8-phenylmenthol as the chiral auxiliary, si-face attack proceeds in good to excellent diastereoselectivitles.