allyl 1-benzyl-5,7-dihydro-3-methoxy-2,6,6-trioxo-1H-thieno[3,4-b]pyridine-7-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: allyl 1-benzyl-5,7-dihydro-3-methoxy-2,6,6-trioxo-1H-thieno[3,4-b]pyridine-7-carboxylate
• 英文别名: Prop-2-enyl 1-benzyl-3-methoxy-2,6,6-trioxo-5,7-dihydrothieno[3,4-b]pyridine-7-carboxylate
• 化学式: C₁₉H₁₉NO₆S
• 分子量: 389.429
• InChiKey: APYJYUUXUWJRSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-benzyl-3-methoxy-5,7-dihydrothieno[3,4-b]pyridin-2(1H)-one 在 sodium hydride 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 allyl 1-benzyl-5,7-dihydro-3-methoxy-2,6,6-trioxo-1H-thieno[3,4-b]pyridine-7-carboxylate
  参考文献：
  名称：

  Generation of 5,6-dimethylene-2(1H)-pyridinones from [3,4-b] sulfolene pyridinones and application in Diels–Alder reactions

  摘要：

  2(1H)-Pyrazinones were converted into various [3,4-b] sulfolene pyridinones 19-21, serving as precursors for thermolytic conversion into the corresponding 5,6-dimethylene 2(1 H)-pyridinone ortho-quinodimethanes. These were trapped in situ by reaction with various dienophiles. Tethering of precursor 19 with a dienophilic side chain attached to the 7-position of the [3,4-b] sulfolene pyridinone also enabled intramolecular cycloaddition when no rearrangement by 1,5-H-shift was viable. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.005

文献信息

• Generation of 5,6-dimethylene-2(1H)-pyridinones from [3,4-b] sulfolene pyridinones and application in Diels–Alder reactions
  作者：Tom C Govaerts、Ilse A Vogels、Frans Compernolle、Georges J Hoornaert

  DOI：10.1016/j.tet.2003.11.005

  日期：2004.1

  2(1H)-Pyrazinones were converted into various [3,4-b] sulfolene pyridinones 19-21, serving as precursors for thermolytic conversion into the corresponding 5,6-dimethylene 2(1 H)-pyridinone ortho-quinodimethanes. These were trapped in situ by reaction with various dienophiles. Tethering of precursor 19 with a dienophilic side chain attached to the 7-position of the [3,4-b] sulfolene pyridinone also enabled intramolecular cycloaddition when no rearrangement by 1,5-H-shift was viable. (C) 2003 Elsevier Ltd. All rights reserved.