ethyl 2-(ethyl(4-methoxyphenyl)amino)-2-(thiophen-2-carbonyl)-4-[triisopropylsilyl]but-3-ynoate | 1449215-34-2

• 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: ethyl 2-(ethyl(4-methoxyphenyl)amino)-2-(thiophen-2-carbonyl)-4-[triisopropylsilyl]but-3-ynoate
• 英文别名: ethyl 2-(N-ethyl-4-methoxyanilino)-2-(thiophene-2-carbonyl)-4-tri(propan-2-yl)silylbut-3-ynoate
• CAS: 1449215-34-2
• 化学式: C₂₉H₄₁NO₄SSi
• 分子量: 527.8
• InChiKey: LVSNERRKIHGTBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.99
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  84.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl 2-oxo-4-(triisopropylsilyl)but-3-ynoate 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 ethyl 2-(ethyl(4-methoxyphenyl)amino)-2-(thiophen-2-carbonyl)-4-[triisopropylsilyl]but-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.