dimethyl (3-phenyl-1-p-tolylamino-allyl)-phosphonate | 934842-58-7

• 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: dimethyl (3-phenyl-1-p-tolylamino-allyl)-phosphonate
• 英文别名: N-[(E)-1-dimethoxyphosphoryl-3-phenylprop-2-enyl]-4-methylaniline
• CAS: 934842-58-7
• 化学式: C₁₈H₂₂NO₃P
• 分子量: 331.351
• InChiKey: QVSINFDTFRQBBA-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  dimethyl (3-phenyl-1-p-tolylamino-allyl)-phosphonate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、551.58 kPa 条件下， 反应 48.0h， 以91%的产率得到dimethyl (3-phenyl-1-p-tolylamino-propyl)-phosphonate
  参考文献：
  名称：

  Synthesis of α-Phosphorylated α,β-Unsaturated Imines and Their Selective Reduction to Vinylogous and Saturated α-Aminophosphonates

  摘要：

  [GRAPHIC]An efficient synthesis of alpha,beta-unsaturated imines derived from alpha-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with beta,gamma-unsaturated alpha-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords beta,gamma-unsaturated alpha-aminophosphonates, phosphorylated analogs of vinylglycines, which are hydrogenated to yield saturated alpha-aminophosphonate derivatives.

  DOI：

  10.1021/jo062609+
• 作为产物：
  描述：

  p-叠氮甲苯 在 dimethyl sulfide borane 、 三甲基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 生成 dimethyl (3-phenyl-1-p-tolylamino-allyl)-phosphonate
  参考文献：
  名称：

  Synthesis of α-Phosphorylated α,β-Unsaturated Imines and Their Selective Reduction to Vinylogous and Saturated α-Aminophosphonates

  摘要：

  [GRAPHIC]An efficient synthesis of alpha,beta-unsaturated imines derived from alpha-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with beta,gamma-unsaturated alpha-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords beta,gamma-unsaturated alpha-aminophosphonates, phosphorylated analogs of vinylglycines, which are hydrogenated to yield saturated alpha-aminophosphonate derivatives.

  DOI：

  10.1021/jo062609+

文献信息

• Synthesis of α-Phosphorylated α,β-Unsaturated Imines and Their Selective Reduction to Vinylogous and Saturated α-Aminophosphonates
  作者：Francisco Palacios、Javier Vicario、Agnieszka Maliszewska、Domitila Aparicio

  DOI：10.1021/jo062609+

  日期：2007.3.1

  [GRAPHIC]An efficient synthesis of alpha,beta-unsaturated imines derived from alpha-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with beta,gamma-unsaturated alpha-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords beta,gamma-unsaturated alpha-aminophosphonates, phosphorylated analogs of vinylglycines, which are hydrogenated to yield saturated alpha-aminophosphonate derivatives.