ethyl 1,1-diethoxyethyl{[(diphenylmethylene)amino]methyl}phosphinate | 912567-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 1,1-diethoxyethyl{[(diphenylmethylene)amino]methyl}phosphinate
• 英文别名: N-[[1,1-diethoxyethyl(ethoxy)phosphoryl]methyl]-1,1-diphenylmethanimine
• CAS: 912567-75-0
• 化学式: C₂₂H₃₀NO₄P
• 分子量: 403.458
• InChiKey: WTXXTJKGQKMQLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 1,1-diethoxyethyl{[(diphenylmethylene)amino]methyl}phosphinate 在 palladium hydroxide - carbon 正丁基锂 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 42.0h， 生成 (1RS,RS_P)-ethyl 1,1-diethoxyethyl(1-{[(4-methylphenyl)sulfonyl]amino}-2-phenylethyl)phosphinate
  参考文献：
  名称：

  Diastereoselective alkylation of iminomethylenephosphinates possessing an asymmetric center at the phosphorus atom

  摘要：

  Diastereoselective synthesis of alpha-aminophosphinates was achieved by alkylation of imines with a 1,1-diethoxyethylphosphinyl group. These products were readily converted into alpha-amino-H-phosphinates. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.029
• 作为产物：
  描述：

  ethyl (benzylamino)methyl(1,1-diethoxyethyl)phosphinate 在 palladium hydroxide - carbon 氢气 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 17.5h， 生成 ethyl 1,1-diethoxyethyl{[(diphenylmethylene)amino]methyl}phosphinate
  参考文献：
  名称：

  Diastereoselective alkylation of iminomethylenephosphinates possessing an asymmetric center at the phosphorus atom

  摘要：

  Diastereoselective synthesis of alpha-aminophosphinates was achieved by alkylation of imines with a 1,1-diethoxyethylphosphinyl group. These products were readily converted into alpha-amino-H-phosphinates. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.07.029

文献信息

• Asymmetric synthesis of optically active α-substituted α-amino-H-phosphinates through resolution of 1,1-diethoxyethyl(aminomethyl)phosphinates
  作者：Terumitsu Haruki、Takehiro Yamagishi、Tsutomu Yokomatsu

  DOI：10.1016/j.tetasy.2007.11.021

  日期：2007.12

  Both enantiomers of 1,1-diethoxyethyl(aminomethyl)phosphinates were prepared through chromatographic separation of a diastereomeric mixture derived from (S)-phenylethylamine and 1,1-diethoxyethyl-H-phosphinate. The individual enantiomer was transformed into α-substituted α-amino-H-phosphinate with high enantiomeric purity by a highly diastereoselective alkylation at the α-carbon on the basis of our

  1,1-二乙氧基乙基的两种对映体（氨基甲基）次膦酸盐是通过从（衍生的非对映体混合物的色谱分离制备的小号）苯乙胺和1,1- diethoxyethyl- ħ -phosphinate。的单个对映体转化为α取代的α氨基ħ通过在我们的先前开发的方法的基础上的α碳上的高度非对映烷基化-phosphinate具有高对映体纯度。
• Diastereoselective alkylation of iminomethylenephosphinates possessing an asymmetric center at the phosphorus atom
  作者：Takehiro Yamagishi、Terumitsu Haruki、Tsutomu Yokomatsu

  DOI：10.1016/j.tet.2006.07.029

  日期：2006.9

  Diastereoselective synthesis of alpha-aminophosphinates was achieved by alkylation of imines with a 1,1-diethoxyethylphosphinyl group. These products were readily converted into alpha-amino-H-phosphinates. (c) 2006 Elsevier Ltd. All rights reserved.