diethyl 3-(4-methoxyphenylamino)prop-1-en-2-ylphosphonate | 1235976-50-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl 3-(4-methoxyphenylamino)prop-1-en-2-ylphosphonate
• 英文别名: N-[2-[diethoxy(oxido)phosphaniumyl]prop-2-enyl]-4-methoxyaniline
• CAS: 1235976-50-7
• 化学式: C₁₄H₂₂NO₄P
• 分子量: 299.307
• InChiKey: VXMPZWBCUVRGSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(diethoxyphosphoryl)allyl acetate 、 甲氧苯胺 在 三乙烯二胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以95%的产率得到diethyl 3-(4-methoxyphenylamino)prop-1-en-2-ylphosphonate
  参考文献：
  名称：

  Synthesis of β-aminovinylphosphonates by organocatalytic nucleophilic displacement of acetate with amines

  摘要：

  The synthesis of diethyl beta-aminovinylphosphonates 2 from acetoxy phosphonate 1 is described. The reaction entails an organocatalyzed substitution of the acetoxy group by primary or secondary amines. The use of a catalytic amount of DABCO is necessary if the amine is not nucleophilic enough, otherwise a strong nucleophilic amine can react without organocatalyst. The reaction led to a series of functionalized title compounds in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.050

文献信息

• Synthesis of β-aminovinylphosphonates by organocatalytic nucleophilic displacement of acetate with amines
  作者：Cécile Garzon、Mireille Attolini、Michel Maffei

  DOI：10.1016/j.tetlet.2010.05.050

  日期：2010.7

  The synthesis of diethyl beta-aminovinylphosphonates 2 from acetoxy phosphonate 1 is described. The reaction entails an organocatalyzed substitution of the acetoxy group by primary or secondary amines. The use of a catalytic amount of DABCO is necessary if the amine is not nucleophilic enough, otherwise a strong nucleophilic amine can react without organocatalyst. The reaction led to a series of functionalized title compounds in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.