ethyl (1-phenylamino-phenylmethyl)-phenylphosphinate | 64142-66-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl (1-phenylamino-phenylmethyl)-phenylphosphinate
• 英文别名: ethyl phenyl(phenyl(phenylamino)methyl)phosphinate；(α-anilino-benzyl)-phenyl-phosphinic acid ethyl ester；(α-Anilino-benzyl)-phenyl-phosphinsaeure-aethylester；Ethyl phenyl[phenyl(phenylamino)methyl]phosphinate；N-[[ethoxy(phenyl)phosphoryl]-phenylmethyl]aniline
• CAS: 64142-66-1
• 化学式: C₂₁H₂₂NO₂P
• 分子量: 351.385
• InChiKey: ZLEKMJBLJQAMHS-UHFFFAOYSA-N

物化性质

• 熔点：
  176 °C
• 沸点：
  503.2±60.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl Phenylphosphinate 、 N-苄叉苯胺 在 cadmium(II) iodide 作用下， 以 苯 为溶剂， 反应 4.0h， 以78%的产率得到ethyl (1-phenylamino-phenylmethyl)-phenylphosphinate
  参考文献：
  名称：

  摘要：

  The reaction of hydrophosphoryl compounds with aldimines and ketimines in the presence of catalytic amounts of cadmium iodide was investigated. A simple preparative method for the synthesis of alpha-aminophosphonates, phosphinates, and tertiary phosphine oxides was developed.

  DOI：

  10.1023/a:1016578602100

文献信息

• Silver-mediated aminophosphinoylation of propargyl alcohols with aromatic amines and H-phosphine oxides leading to α-aminophosphine oxides
  作者：Qiang Huang、Lei Zhu、Dong Yi、Xiaohui Zhao、Wei Wei

  DOI：10.1016/j.cclet.2019.07.049

  日期：2020.2

  H-phosphine oxides for the construction of α-aminophosphine oxides has been developed. The C N and C P bond could be efficiently formed in one pot operation via sequential C C and C O bond cleavage of propargylic alcohols. This present methodology, which not only provides a simple and alternative strategy for the synthesis of α-aminophosphine oxides, but also opens a new window for the cleavage reactions of

  摘要研究了一种新的银介导的炔丙醇的氨基膦酰基与芳族胺和H-膦氧化物的合成，用于α-氨基膦氧化物的构建。通过连续进行炔丙醇的CC和CO键裂解，可以在一锅操作中有效地形成CN和CP键。本方法学不仅为合成α-氨基膦氧化物提供了一种简单且可替代的策略，而且为通过脱醛基化偶联进行炔丙醇的裂解反应开辟了新的窗口。
• Synthesis of α-aminophosphinates by the hydrophosphinylation of imines
  作者：Andrea Szabó、Imre Petneházy、Zsuzsa M. Jászay

  DOI：10.1002/hc.10133

  日期：——

  Numerous substituted α-aminophosphinates were synthesized by addition of alkyl and phenyl H-phosphinates to aromatic imines and characterized. Modest diastereoselectivity was observed in the reaction. The size of the substituents exerts a small effect on the diastereoselectivity of PC bond formation. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:235–240, 2003; Published online in Wiley InterScience

  许多取代的 α-氨基次膦酸盐是通过将烷基和苯基 H-次膦酸盐加成到芳族亚胺上来合成并表征的。在反应中观察到适度的非对映选择性。取代基的大小对 PC 键形成的非对映选择性影响很小。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:235–240, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10133
• Pudowik, Doklady Akademii Nauk SSSR, 1953, vol. 92, p. 773,774
  作者：Pudowik

  DOI：——

  日期：——
• ——
  作者：M. M. Kabachnik、T. N. Ternovskaya、E. V. Zobnina、I. P. Beletskaya

  DOI：10.1023/a:1016578602100

  日期：——

  The reaction of hydrophosphoryl compounds with aldimines and ketimines in the presence of catalytic amounts of cadmium iodide was investigated. A simple preparative method for the synthesis of alpha-aminophosphonates, phosphinates, and tertiary phosphine oxides was developed.