ethyl 2-benzoyl-2-(ethyl(4-methoxyphenyl)amino)-4-phenylbut-3-ynoate | 1449215-25-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: ethyl 2-benzoyl-2-(ethyl(4-methoxyphenyl)amino)-4-phenylbut-3-ynoate
• 英文别名: ethyl 2-benzoyl-2-(N-ethyl-4-methoxyanilino)-4-phenylbut-3-ynoate
• CAS: 1449215-25-1
• 化学式: C₂₈H₂₇NO₄
• 分子量: 441.527
• InChiKey: GWXXSJASJQYQOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 2-((4-methoxyphenyl)imino)-4-phenylbut-3-ynoate 、 乙基溴化镁 、 苯甲酰氯 以 四氢呋喃 为溶剂， 反应 0.5h， 以75%的产率得到ethyl 2-benzoyl-2-(ethyl(4-methoxyphenyl)amino)-4-phenylbut-3-ynoate
  参考文献：
  名称：

  Regioselective Tandem N-Alkylation/C-Acylation of β,γ-Alkynyl α-Imino Esters

  摘要：

  A new synthesis of alpha-quaternary alkynyl amino esters and allenoates was developed utilizing umpolung N-addition to beta,gamma-alkynyl alpha-imino esters followed by regioselective acylation. The reaction exhibits broad substrate generality and unique regioselectivity. Moreover, synthesis of alpha-quaternary alkynyl amino esters was also carried out via oxidation of the intermediary enolate followed by alkylation.

  DOI：

  10.1021/ol401934x

文献信息

• Regioselective Tandem <i>N</i>-Alkylation/<i>C</i>-Acylation of β,γ-Alkynyl α-Imino Esters
  作者：Isao Mizota、Yuri Matsuda、Satoshi Kamimura、Hirotaka Tanaka、Makoto Shimizu

  DOI：10.1021/ol401934x

  日期：2013.8.16

  A new synthesis of alpha-quaternary alkynyl amino esters and allenoates was developed utilizing umpolung N-addition to beta,gamma-alkynyl alpha-imino esters followed by regioselective acylation. The reaction exhibits broad substrate generality and unique regioselectivity. Moreover, synthesis of alpha-quaternary alkynyl amino esters was also carried out via oxidation of the intermediary enolate followed by alkylation.