4-Methoxy-2-N-acetylaminobut-3(E)-enoic acid | 141610-82-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-Methoxy-2-N-acetylaminobut-3(E)-enoic acid
• CAS: 141610-82-4
• 化学式: C₇H₁₁NO₄
• 分子量: 173.169
• InChiKey: PFGNKUDQKGQXOI-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.26
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-Methoxy-2-N-acetylaminobut-3(E)-enoic acid 在 一水合肼 作用下， 反应 2.0h， 以36%的产率得到4-Methoxy-2-aminobut-3(E)-enoic acid
  参考文献：
  名称：

  New non-proteogenic aminoacids bearing an enol aryl-ether moiety.

  摘要：

  Aminoacids bearing an enol aryl-ether moiety have been synthesized by a new method allowing a great versatility in the introduction of N-protective groups and enol ether functions. This method involves a Wittig-Horner condensation affording alpha,beta-dehydro homoserine ether derivatives, followed by a regio and stereoselective isomerization into the desired E enol ether. Clean deprotection was achieved providing new 2-amino-4-aryloxybut-3(E)-enoic acids 3.

  DOI：

  10.1016/s0040-4020(01)88758-5
• 作为产物：
  描述：

  methyl DL-2-acetamido-2-amino-4-methoxy-trans-but-3-enoate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 以65%的产率得到4-Methoxy-2-N-acetylaminobut-3(E)-enoic acid
  参考文献：
  名称：

  New non-proteogenic aminoacids bearing an enol aryl-ether moiety.

  摘要：

  Aminoacids bearing an enol aryl-ether moiety have been synthesized by a new method allowing a great versatility in the introduction of N-protective groups and enol ether functions. This method involves a Wittig-Horner condensation affording alpha,beta-dehydro homoserine ether derivatives, followed by a regio and stereoselective isomerization into the desired E enol ether. Clean deprotection was achieved providing new 2-amino-4-aryloxybut-3(E)-enoic acids 3.

  DOI：

  10.1016/s0040-4020(01)88758-5