Phthalimidomethyl-diphenyl-phosphinoxid | 4731-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: Phthalimidomethyl-diphenyl-phosphinoxid
• 英文别名: Diphenyl(phthalimidomethyl)phosphine oxide；2-(diphenylphosphorylmethyl)isoindole-1,3-dione
• CAS: 4731-71-9
• 化学式: C₂₁H₁₆NO₃P
• 分子量: 361.337
• InChiKey: JZXUMIAZYIFRPX-UHFFFAOYSA-N

物化性质

• 熔点：
  206.0-206.5 °C
• 沸点：
  511.2±33.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Phthalimidomethyl-diphenyl-phosphinoxid 在 N₂N₄*H₂O 作用下， 生成 (aminomethyl)diphenylphosphine oxide
  参考文献：
  名称：

  Asymmetric Michael Addition Catalyzed by d-Glucose-based Azacrown Ethers

  摘要：

  我们合成了具有膦酰氧基烷基侧链（2 a - e）的新型糖基氮杂环醚。在 2-硝基丙烷与查尔酮（95% ee）和 3-呋喃-2-基-1-苯基-丙烯酮（80% ee）的迈克尔加成反应中，它们作为相转移催化剂显示出明显的不对称诱导作用。

  DOI：

  10.1055/s-2001-11395
• 作为产物：
  描述：

  苯基溴化镁 以 四氢呋喃 、 甲苯 为溶剂， 反应 32.0h， 生成 Phthalimidomethyl-diphenyl-phosphinoxid
  参考文献：
  名称：

  1,3,5-三嗪与磷酰重氮甲烷的反应：获得 5-磷酰-1,2,3,4-四氢嘧啶

  摘要：

  通过与磷酰重氮甲烷的微波辅助反应，可以有效地将 1,3,5-三嗪转化为 5-磷酰基-1,2,3,4-四氢嘧啶。三烷基和三芳基1,3,5-三嗪烷均可通过重氮甲基二芳基氧化膦、重氮甲基膦酸二烷基酯和重氮甲基（芳基）次膦酸烷基酯转化并同时官能化，收率良好至优异。该反应是一系列 1,3,5-三嗪烷断裂、生成的福尔马亚胺和磷酰重氮甲烷的串联亲核加成，以及最终的N , N-缩醛化。

  DOI：

  10.1021/acs.orglett.4c00881

文献信息

• Asymmetric Michael Addition Catalyzed by d-Glucose-based Azacrown Ethers
  作者：Tibor Novák、János Tatai、Péter Bakó、Mátyás Czugler、György Keglevich、László Tóke

  DOI：10.1055/s-2001-11395

  日期：——

  Novel sugar-based azacrown ethers with phosphinoxidoalkyl side chain (2 a - e) have been synthesized. They show significant asymmetric induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee) and to 3-fur-2-yl-1-phenyl-propenone (80% ee).

  我们合成了具有膦酰氧基烷基侧链（2 a - e）的新型糖基氮杂环醚。在 2-硝基丙烷与查尔酮（95% ee）和 3-呋喃-2-基-1-苯基-丙烯酮（80% ee）的迈克尔加成反应中，它们作为相转移催化剂显示出明显的不对称诱导作用。
• NOVEL PYRROLE DERIVATIVES AND THEIR SYNTHESIS
  申请人：PRADHAN Braja SUNDAR

  公开号：US20110263870A1

  公开（公告）日：2011-10-27

  The present invention relates to two novel pyrrole derivatives [3-Phenyl-4-(phenylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-pyrrole-1-yl]methyl(diphenyl)phosphine oxide and Diethyl [3-Phenyl-4-(phenylcarbamoyl)-2-(4-fluorophenyl)-5-(1-methylethyl)-pyrrole-1-yl]methylphosphonate. These pyrrole derivatives can be used as intermediates for the synthesis of the anticholesterol drug atorvastatin.

  该发明涉及两种新颖的吡咯衍生物[3-苯基-4-(苯基氨甲酰)-2-(4-氟苯基)-5-(1-甲基乙基)-吡咯-1-基]甲基(二苯基)膦氧化物和[3-苯基-4-(苯基氨甲酰)-2-(4-氟苯基)-5-(1-甲基乙基)-吡咯-1-基]甲基膦酸二乙酯。这些吡咯衍生物可用作合成抗胆固醇药物阿托伐他汀的中间体。
• Modulation of the Cytotoxic Properties of Pd(II) Complexes Based on Functionalized Carboxamides Featuring Labile Phosphoryl Coordination Sites
  作者：Diana V. Aleksanyan、Aleksandr V. Konovalov、Svetlana G. Churusova、Ekaterina Yu. Rybalkina、Alexander S. Peregudov、Svetlana A. Aksenova、Evgenii I. Gutsul、Zinaida S. Klemenkova、Vladimir A. Kozlov

  DOI：10.3390/pharmaceutics15041088

  日期：——

  e core was combined with a phosphoryl ancillary donor group to achieve hemilabile coordination capable of providing the required level of thermodynamic stability and kinetic lability of the ensuing Pd(II) complexes. Several cyclopalladated derivatives featuring either a bi- or tridentate pincer-type coordination mode of the deprotonated phosphoryl-functionalized amides were selectively synthesized

  铂类药物通常被认为是现代癌症化疗的基石。然而，传统的 Pt(II) 抗癌药物往往会引起内在和获得性耐药以及严重的副作用，这促使人们不断寻找更具选择性和更有效的替代品。今天，其他过渡金属的化合物受到了极大的关注，尤其是钯的化合物。最近，我们的研究小组建议将功能化的甲酰胺作为创建细胞毒性 Pd(II) 钳状复合物的有用平台。在这项工作中，将坚固的吡啶甲酰基或喹啉甲酰胺核与磷酰基辅助供体基团结合，以实现半稳定配位，从而为随后的 Pd(II) 配合物提供所需水平的热力学稳定性和动力学不稳定性。选择性合成了几种具有去质子化磷酰基功能化酰胺的双齿或三齿钳型配位模式的环钯化衍生物，并使用红外和核磁共振光谱以及 X 射线晶体学对其进行了全面表征。对所得 palladocycles 抗癌潜力的初步评估揭示了它们的细胞毒性对去质子化酰胺配体的结合模式有很强的依赖性，并证明了钳型连接的某些优势。
• Synthesis of new phosphorus 2,4,5-imidazolidinetriones
  作者：Françoise Plenat、Murielle Cassagne、Henri Jean Cristau

  DOI：10.1016/0040-4020(95)00595-y

  日期：1995.8

  Phosphorus 2,4,5-imidazolidinetriones are obtained in two different ways : the synthesis of dithiophosphate and phosphonium salt derivatives involves the reaction between a common N-chloromethyl heterocycle and corresponding phosphorus partners, while the preparation of phosphonate and phosphine oxide imidazolidinetriones is done by two multi-step synthesis starting from different phosphorus phthalimides.
• PHOSPHORUS NITROGEN FLAME RETARDANT, METHOD THEREOF AND MATERIAL COMPRISING THE SAME
  申请人：ZHOU Chongfu

  公开号：US20220127533A1

  公开（公告）日：2022-04-28

  Provided are phosphorus nitrogen flame retardants represented by Formula III, a method of preparing the flame retardants without using any solvent, and various materials comprising the flame retardants. Rb and Rc are independently of each other selected from hydrogen, substituted or unsubstituted alkyl such as C1-C18 alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclic alkyl, substituted or unsubstituted heterocycles, substituted or unsubstituted aryl such as C6˜C18 aryl, substituted or unsubstituted heteroaryl such as C3˜C18 heteroaryl, and acyl radical. The invention exhibits numerous technical merits such as excellent flame retardant efficacy, good compatibility with polymers, lower migration to material surface, excellent hydrolysis resistance, low smoke and low toxicity during burning, simpler preparation process, fewer by-products, shorter reaction time, higher yield, and no environmental impact, among others.