2-(diphenylphosphano)phenyl 4-iodobenzoate-borane complex | 1200959-98-3

• 英文名称: 2-(diphenylphosphano)phenyl 4-iodobenzoate-borane complex
• CAS: 1200959-98-3
• 化学式: C₂₅H₂₁BIO₂P
• 分子量: 522.13
• InChiKey: KGMUWVNASGJLAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  2-(diphenylphosphano)phenyl 4-iodobenzoate-borane complex 在 甲醇 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.0h， 生成 6-deoxy-6-(4-iodobenzamido)-D-galactopyranose
  参考文献：
  名称：

  Preparation of 4-Halobenzoate-Containing Phosphane-Based Building Blocks for Labeling Reactions Using the Traceless Staudinger Ligation

  摘要：

  Functionalized phosphane-containing key building blocks were synthesized that are suitable for the labeling of biologically active molecules by the traceless Staudinger ligation. Thus, a 2-(diphenylphosphanyl) phenyl 4-stannylbenzoate building block was converted into the 4-iodobenzoate by the introduction of iodine. The traceless Staudinger ligation was used to introduce the resulting 4-iodobenzoate moiety into selected molecules of pharmacological interest. Furthermore, the labeling procedure was used to insert the 4-iodobenzoate moiety into a peptide on solid support. Finally, a convenient recovery procedure of the key phosphane building block 2-(diphenylphosphanyl) phenol from 2(diphenylphosphoryl) phenol was evaluated.

  DOI：

  10.1055/s-0034-1379487
• 作为产物：
  描述：

  2-hydroxyphenyldiphenylphosphine oxide 在 四(三苯基膦)钯 、 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 2-(diphenylphosphano)phenyl 4-iodobenzoate-borane complex
  参考文献：
  名称：

  Preparation of 4-Halobenzoate-Containing Phosphane-Based Building Blocks for Labeling Reactions Using the Traceless Staudinger Ligation

  摘要：

  Functionalized phosphane-containing key building blocks were synthesized that are suitable for the labeling of biologically active molecules by the traceless Staudinger ligation. Thus, a 2-(diphenylphosphanyl) phenyl 4-stannylbenzoate building block was converted into the 4-iodobenzoate by the introduction of iodine. The traceless Staudinger ligation was used to introduce the resulting 4-iodobenzoate moiety into selected molecules of pharmacological interest. Furthermore, the labeling procedure was used to insert the 4-iodobenzoate moiety into a peptide on solid support. Finally, a convenient recovery procedure of the key phosphane building block 2-(diphenylphosphanyl) phenol from 2(diphenylphosphoryl) phenol was evaluated.

  DOI：

  10.1055/s-0034-1379487

文献信息

• Synthesis of Benzoate-Functionalized Phosphanes as Novel Building Blocks for the Traceless Staudinger Ligation
  作者：Constantin Mamat、Anke Flemming、Martin Köckerling、Jörg Steinbach、Frank Wuest

  DOI：10.1055/s-0029-1216947

  日期：2009.10

  A new synthetic pathway for the preparation of benzoate-functionalized phosphanes for microwave-mediated traceless Staudinger ligations is described. Novel phosphane derivatives based on 4-substituted iodophenyl benzoates were prepared via palladium(II)-catalyzed P-C cross-coupling reaction strategy in high yields. The application of microwave conditions for the ligation reactions reduced the reaction

  描述了一种用于微波介导的无痕施陶丁格连接的苯甲酸酯官能化膦的制备的新合成途径。通过钯（II）催化的PC交叉偶联反应策略高产率地制备了基于4-取代的碘代苯基苯甲酸酯的新型膦衍生物。将微波条件用于连接反应可大大减少反应时间。建立了使用这种连接的快速简便标签策略的方法。 施陶丁格结扎-无痕-单击化学-PC交叉偶联-钯催化