(6S)-4-乙氧基-6-苯基-5,6-二氢-2(1H)-吡啶酮 | 385435-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: (6S)-4-乙氧基-6-苯基-5,6-二氢-2(1H)-吡啶酮
• 英文名称: (6S)-4-Ethoxy-6-phenyl-5,6-dihydro-2(1H)-pyridinone
• 英文别名: (2S)-4-ethoxy-2-phenyl-2,3-dihydro-1H-pyridin-6-one
• CAS: 385435-07-4
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: SXMHUESUJSJGHL-LBPRGKRZSA-N

物化性质

• 沸点：
  427.0±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6S)-4-乙氧基-6-苯基-5,6-二氢-2(1H)-吡啶酮 在 盐酸 作用下， 以 丙酮 为溶剂， 生成 6-phenylpiperidine-2,4-dione
  参考文献：
  名称：

  Addition of dienolates to sulfinimines. Stereoselective synthesis of dihydropyridones

  摘要：

  The vinylogous Mannich reaction of sulfinimines with dienolates was investigated. Lithium and trimethylsilyl enolates of ethyl 3-ethoxycrotonate reacted with enantiopure 10-isobornylsulfinimines to give derivatives of delta -aminoacids which were cyclised to 6-aryl substituted derivatives of 2(1H)-pyridinones. 6-Aryl substituted 2,4-piperidinediones with either (S) or (R) configuration were analogously obtained using lithium and TMS enolates of 2,2,6-trimethyl-1,3-dioxin-4-one. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00833-x
• 作为产物：
  描述：

  3-乙氧基-2-丁烯酸乙酯 、 (1S,2R,4R,S_S)-7,7-dimethyl-N-(phenylmethylene)-2-(trimethylsilyloxy)bicyclo[2.2.1]heptane-1-methanesulfinamide 在 lithium diisopropyl amide 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 乙醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 (2R)-4-ethoxy-2-phenyl-2,3-dihydro-1H-pyridin-6-one 、 (6S)-4-乙氧基-6-苯基-5,6-二氢-2(1H)-吡啶酮
  参考文献：
  名称：

  Addition of dienolates to sulfinimines. Stereoselective synthesis of dihydropyridones

  摘要：

  The vinylogous Mannich reaction of sulfinimines with dienolates was investigated. Lithium and trimethylsilyl enolates of ethyl 3-ethoxycrotonate reacted with enantiopure 10-isobornylsulfinimines to give derivatives of delta -aminoacids which were cyclised to 6-aryl substituted derivatives of 2(1H)-pyridinones. 6-Aryl substituted 2,4-piperidinediones with either (S) or (R) configuration were analogously obtained using lithium and TMS enolates of 2,2,6-trimethyl-1,3-dioxin-4-one. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00833-x

文献信息

• Addition of dienolates to sulfinimines. Stereoselective synthesis of dihydropyridones
  作者：Robert Kawęcki

  DOI：10.1016/s0040-4020(01)00833-x

  日期：2001.9

  The vinylogous Mannich reaction of sulfinimines with dienolates was investigated. Lithium and trimethylsilyl enolates of ethyl 3-ethoxycrotonate reacted with enantiopure 10-isobornylsulfinimines to give derivatives of delta -aminoacids which were cyclised to 6-aryl substituted derivatives of 2(1H)-pyridinones. 6-Aryl substituted 2,4-piperidinediones with either (S) or (R) configuration were analogously obtained using lithium and TMS enolates of 2,2,6-trimethyl-1,3-dioxin-4-one. (C) 2001 Elsevier Science Ltd. All rights reserved.