diethyl <1-(benzylamino)ethyl>phosphonate | 124646-40-8

• 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: diethyl <1-(benzylamino)ethyl>phosphonate
• 英文别名: diethyl (1-benzylamino-ethyl)phosphonate；N-benzyl-1-diethoxyphosphorylethanamine
• CAS: 124646-40-8
• 化学式: C₁₃H₂₂NO₃P
• 分子量: 271.296
• InChiKey: ORRWYTYGSZMBJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  361.7±25.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二环[4.2.1]-2,4-壬二烯-9-酮 、 diethyl <1-(benzylamino)ethyl>phosphonate 在 正丁基锂 作用下， 生成 9-<1-(benzylamino)ethylidene>bicyclo<4.2.1>nona-2,4-diene
  参考文献：
  名称：

  Cationic derivatives of bicyclo[4.2.1]nona-2,4,7-triene as model systems for ground-state Moebius aromaticity

  摘要：

  DOI：

  10.1021/jo00147a017
• 作为产物：
  描述：

  tert-butyl N-benzyl-N-(1-diethoxyphosphorylethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以76%的产率得到diethyl <1-(benzylamino)ethyl>phosphonate
  参考文献：
  名称：

  合成N-芳基和N-烷基氨基（烷基）膦酸酯和氧化膦的简便方法

  摘要：

  多种磷酸化的ñ -芳基和Ñ烷基Ñ甲酰基和ñ -叔-butoxycarbonylaminomethyl衍生物通过用三烷基亚磷酸酯或烷基diphenylphosphinite相应氯甲基衍生物的被有效地制备。这些双功能化合物可以用LDA去质子化，并进一步进行亲电取代。所得化合物的酸性处理产生N-芳基和N-烷基氨基（烷基）膦酸酯和氧化膦。

  DOI：

  10.1016/0040-4039(95)00288-n

文献信息

• Novel phosphine ligands
  申请人：Iding Hans

  公开号：US20070100152A1

  公开（公告）日：2007-05-03

  The invention is concerned with new phosphine ligands of the formula I wherein R 1 and R 2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO 2 —R 7 , —SO 3 − , —CO—NR 8 R 8′ , carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R 3 is alkyl, cycloalkyl, aryl or heteroaryl; R 4′ and R 4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R 4′ and R 4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R 5 and R 6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R 7 is alkyl, aryl or NR 8 R 8′ ; and R 8 and R 8′ are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of such metal complexes as catalysts in asymmetric reactions.

  这项发明涉及具有以下结构的新膦配体I： 其中 R1和R2分别独立地是烷基、芳基、环烷基或杂环芳基，所述烷基、芳基、环烷基或杂环芳基可以被烷基、烷氧基、卤素、羟基、氨基、单烷基或二烷基氨基、芳基、—SO2—R7、—SO3−、—CO—NR8R8′、羧基、烷氧羰基、三烷基硅基、二芳基烷基硅基、二烷基芳基硅基或三芳基硅基取代； R3是烷基、环烷基、芳基或杂环芳基； R4′和R4独立地表示氢、烷基或可选择地取代的芳基；或R4′和R4与它们连接的C原子一起形成3-8成员的碳环； 虚线不存在或存在并形成双键； R5和R6独立地是氢、烷基或芳基；或联合形成3-8成员的碳环或芳香环； R7是烷基、芳基或NR8R8′； R8和R8′独立地是氢、烷基或芳基； 这些配体的金属配合物以及将这些金属配合物用作不对称反应催化剂。
• Gajda; Janik, Polish Journal of Chemistry, 2005, vol. 79, # 3, p. 493 - 498
  作者：Gajda、Janik

  DOI：——

  日期：——
• GILLISSEN, H. M. J.;BUCK, H. M., J. ORG. CHEM., 1982, 47, N 26, 5124-5132
  作者：GILLISSEN, H. M. J.、BUCK, H. M.

  DOI：——

  日期：——
• NOVEL PHOSPHINE LIGANDS
  申请人：Iding Hans

  公开号：US20090326253A1

  公开（公告）日：2009-12-31

  The invention is concerned with new phosphine ligands of the formula I wherein R 1 and R 2 are independently of each other alkyl, aryl, cycloalkyl or heteroaryl, said alkyl, aryl, cycloalkyl or heteroaryl may be substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO 2 —R 7 , —SO 3 − , —CO—NR 8 R 8′ , carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R 3 is alkyl, cycloalkyl, aryl or heteroaryl; R 4′ and R 4 signify independently of each other hydrogen, alkyl or optionally substituted aryl; or R 4′ and R 4 together with the C-atom they are attached to form a 3-8-membered carbocyclic ring; dotted line is absent or is present and forms a double bond; R 5 and R 6 are independently of each other hydrogen, alkyl or aryl; or linked together to form a 3-8-membered carbocyclic ring or an aromatic ring; R 7 is alkyl, aryl or NR 8 R 8′ ; and R 8 and R 8′ are independently of each other hydrogen, alkyl or aryl; metal complexes with such ligands as well as the use of such metal complexes as catalysts in asymmetric reactions.
• US7642366B2
  申请人：——

  公开号：US7642366B2

  公开（公告）日：2010-01-05