N,N-bis(diethoxyphosphinoylmethyl)-N-methylamine | 67278-71-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: N,N-bis(diethoxyphosphinoylmethyl)-N-methylamine
• 英文别名: N-methyl N,N-bis(diethoxyphosphorylmethyl)amine；N-methyl-N,N-bis(diethoxyphosphorylmethyl)amine；N,N-bis(diethoxyphosphinoylmethyl)methylamine；(2-methyl-2-aza-propanediyl)-bis-phosphonic acid tetraethyl ester；(2-Methyl-2-aza-propandiyl)-bis-phosphonsaeure-tetraaethylester；Bis-diaethoxyphosphorylmethyl-methyl-amin；((Methylimino)dimethylene)diphosphonic acid, tetraethyl ester；1-diethoxyphosphoryl-N-(diethoxyphosphorylmethyl)-N-methylmethanamine
• CAS: 67278-71-1
• 化学式: C₁₁H₂₇NO₆P₂
• 分子量: 331.286
• InChiKey: QDJFMANPABZOAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  亚磷酸二乙酯 、 甲胺 在 聚合甲醛 作用下， 生成 N,N-bis(diethoxyphosphinoylmethyl)-N-methylamine
  参考文献：
  名称：

  Petrow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 591,592, 593; engl. Ausg. S. 587

  摘要：

  DOI：

文献信息

• Synthesis of bis- and tris-organophosphorus substituted amines and amino acids with PCH2N Fragments
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20616

  日期：——

  derivatives of trivalent organophosphorus acids, containing PH and POSiMe3 fragments with various bis- and tris(alkoxymethyl)amines and bis(alkoxymethyl)amino acids, is proposed as a convenient method for the synthesis of new bis- and trisphosphorylated amines and amino acids as well as their derivatives with four and five coordinated phosphorus. Also the three-components systems of phosphorous acid, paraformaldehyde

  三价有机磷酸衍生物（含有 PH 和 POSiMe3 片段与各种双和三（烷氧基甲基）胺和双（烷氧基甲基）氨基酸）的氨基甲基化被提议作为合成新的双和三磷酸化胺的便捷方法和氨基酸以及它们与四和五配位磷的衍生物。此外，通过用双（三甲基甲硅烷基）胺处理反应混合物，对亚磷酸、多聚甲醛和胺的三组分体系进行了彻底研究。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:430–440, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20616
• Catalyst-Free and Selective C–N Bond Functionalization: Stereospecific Three-Component Coupling of Amines, Dichloromethane, and >P(O)H Species Affording α-Aminophosphorus Compounds
  作者：Yalei Zhao、Xiuling Chen、Tieqiao Chen、Yongbo Zhou、Shuang-Feng Yin、Li-Biao Han

  DOI：10.1021/jo501961h

  日期：2015.1.2

  and selective C–N bond functionalization has been achieved through three-component coupling of amines, dihalomethane, and >P(O)H species. This reaction takes place stereospecifically with retention of configuration at phosphorus, which can produce various new optically active phosphorus analogues of α-amino acids.

  通过胺，二卤甲烷和> P（O）H物质的三组分偶联，实现了无催化剂和选择性C–N键的官能化。该反应立体定向地进行，并且保留了在磷处的构型，这可以产生各种新的α-氨基酸的旋光性磷类似物。
• Synthesis of new organophosphorus-substituted mono- and bis(trimethylsilyl)amines with PCH₂N fragments and their derivatives
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20580

  日期：——

  Convenient procedures for the synthesis of new organophosphorus-substituted mono- and bis(trimethylsilyl)amines with PCH2N moiety are proposed, starting from trimethylsilyl esters of organophosphorus acids, as well as 1,3,5-trialkylhexahydro-1,3,5-triazines and N-alkoxymethyl bis(trimethylsilyl)amines as aminomethylating reagents. Certain properties of the resulting compounds are presented. © 2010

  提出了从有机磷酸的三甲基甲硅烷基酯以及 1,3,5-三烷基六氢-1,3,5-三嗪开始合成具有 PCH2N 部分的新型有机磷取代的单和双（三甲基甲硅烷基）胺的便捷方法和 N-烷氧基甲基双（三甲基甲硅烷基）胺作为氨基甲基化试剂。给出了所得化合物的某些特性。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:71–77, 2010; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20580
• Synthesis of phosphorus‐substituted dialkylamides of organophosphorus acids, containing P–C–N–P moiety
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20468

  日期：2008.7

  Reactions of N-(trimethylsilyl)amino-methylphosphonates with organophosphorus acid chlorides were studied, which allowed to develop convenient synthetic approaches to novel phosphorus-substituted dialkylamides of organophosphorus acids, including a P–C–N–P moiety. Certain properties of the resulting compounds are presented. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:495–499, 2008; Published

  研究了 N-（三甲基甲硅烷基）氨基-甲基膦酸酯与有机磷酰氯的反应，这使得开发新型磷取代有机磷酸二烷基酰胺（包括 P-C-N-P 部分）的便捷合成方法成为可能。给出了所得化合物的某些特性。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:495–499, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20468
• Synthesis of phosphorus-substituted dialkylamides of organophosphorus acids, containing PCH2NP fragments
  作者：A. A. Prishchenko、M. V. Livantsov、O. N. Novikova、L. I. Livantsova、Ya. N. Koval’、E. V. Grigor’ev

  DOI：10.1007/s11176-005-0003-x

  日期：2004.9

  Reactions of [ N -(trimethylsilyl)aminomethyl]phosphonates with organophosphorus acid chlorides was studied, which allowed to develop convenient synthetic approaches to novel phosphorus-substrituted dialkylamides of organophosphorus acids, including a PCH2NP fragment. Certain properties of the resulting compounds are presented.

  研究了[ N- （三甲基甲硅烷基）氨基甲基]膦酸酯与有机磷酰氯的反应，这为开发新型有机磷酸的磷取代的二烷基酰胺（包括PCH 2 NP片​​段）提供了便利的合成方法。给出了所得化合物的某些性质。