N-benzyl-3-phenylthio-2-piperidone | 152297-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-benzyl-3-phenylthio-2-piperidone
• CAS: 152297-91-1
• 化学式: C₁₈H₁₉NOS
• 分子量: 297.421
• InChiKey: XONWNWDWJGIXCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲基2-[(甲氧羰基)(甲基)氨基]丙烯酸酯 、 N-benzyl-3-phenylthio-2-piperidone 在 双(三甲基硅烷基)氨基钾 作用下， 生成 3-(1-Benzyl-2-oxo-3-phenylsulfanyl-piperidin-3-yl)-2-(methoxycarbonyl-methyl-amino)-propionic acid methyl ester
  参考文献：
  名称：

  Efficient Michael Addition Reactions of the N-Arylsulfonyl-3-phenylthiopiperidones. Synthesis of 3-Substituted Dihydropyrodinnes

  摘要：

  Efficient methods for the Michael addition reactions of N-arylsulfonyl-3-phenylthiopiperidones (1) with both the protected amidoacrylates (4, 9) and the simple acrylates (12) have been developed. These reactions offer an efficient route to the 3-alkyl-substituted dihydropyridinones (3, 11), the dienophiles employed in the natural product synthesis.

  DOI：

  10.3987/com-92-s(t)117
• 作为产物：
  描述：

  哌啶酮 在 氢氧化钾 、 lithium diisopropyl amide 作用下， 以 二甲基亚砜 为溶剂， 反应 4.5h， 生成 N-benzyl-3-phenylthio-2-piperidone
  参考文献：
  名称：

  Efficient Michael Addition Reactions of the N-Arylsulfonyl-3-phenylthiopiperidones. Synthesis of 3-Substituted Dihydropyrodinnes

  摘要：

  Efficient methods for the Michael addition reactions of N-arylsulfonyl-3-phenylthiopiperidones (1) with both the protected amidoacrylates (4, 9) and the simple acrylates (12) have been developed. These reactions offer an efficient route to the 3-alkyl-substituted dihydropyridinones (3, 11), the dienophiles employed in the natural product synthesis.

  DOI：

  10.3987/com-92-s(t)117

文献信息

• Efficient Michael Addition Reactions of the N-Arylsulfonyl-3-phenylthiopiperidones. Synthesis of 3-Substituted Dihydropyrodinnes
  作者：Masako Nakagawa、Yasuhiro Torisawa、Toshihiro Hosaka、Kiyoshi Tanabe、Fabric Tavet、Maki Aikawa、Tohru Hino

  DOI：10.3987/com-92-s(t)117

  日期：——

  Efficient methods for the Michael addition reactions of N-arylsulfonyl-3-phenylthiopiperidones (1) with both the protected amidoacrylates (4, 9) and the simple acrylates (12) have been developed. These reactions offer an efficient route to the 3-alkyl-substituted dihydropyridinones (3, 11), the dienophiles employed in the natural product synthesis.