(8aα,12aα,13aα)-(+/-)-5,6,8a,9,12,12a,13,13a-octahydro-10-hydroxy-2,3-dimethoxy-8-dioxo-6H-dibenzoquinolizine-12-carbonitrile | 145284-14-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (8aα,12aα,13aα)-(+/-)-5,6,8a,9,12,12a,13,13a-octahydro-10-hydroxy-2,3-dimethoxy-8-dioxo-6H-dibenzoquinolizine-12-carbonitrile
• CAS: 145284-14-6
• 化学式: C₂₀H₂₂N₂O₄
• 分子量: 354.406
• InChiKey: XLIMFCURLYBWDK-XCPJULDDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  82.79
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (8aα,12aα,13aα)-(+/-)-5,6,8a,9,12,12a,13,13a-octahydro-10-hydroxy-2,3-dimethoxy-8-dioxo-6H-dibenzoquinolizine-12-carbonitrile 在 palladium on activated charcoal 作用下， 生成 5,8-dihydro-2,3-dimethoxy-8-dioxo-6H-dibenzoquinolizine-12-carbonitrile
  参考文献：
  名称：

  Photocyclization of Enamides. 37. Synthesis of Despyrrolo Analogues of Reserpine Demonstrating a Versatile Addition-Elimination Reaction Strategy for the Preparation of Functionalized Reserpine Ring System

  摘要：

  Despyrrolo analogues (25) and (26) of reserpine and were prepared via the routes involving reductive photocyclization of the enamide (4) and addition-elimination reaction of the resulting beta-methoxy enones (7) and (8).

  DOI：

  10.3987/com-92-6089
• 作为产物：
  描述：

  (8aα,12aα,13aα)-(+/-)-5,8a,9,10,12,12a,13,13a-octahydro-2,3-dimethoxy-8,10-dioxo-6H-dibenzoquinolizine-12-carbonitrile 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 30.0h， 生成 (8aα,12aα,13aα)-(+/-)-5,6,8a,9,12,12a,13,13a-octahydro-10-hydroxy-2,3-dimethoxy-8-dioxo-6H-dibenzoquinolizine-12-carbonitrile
  参考文献：
  名称：

  Photocyclization of Enamides. 37. Synthesis of Despyrrolo Analogues of Reserpine Demonstrating a Versatile Addition-Elimination Reaction Strategy for the Preparation of Functionalized Reserpine Ring System

  摘要：

  Despyrrolo analogues (25) and (26) of reserpine and were prepared via the routes involving reductive photocyclization of the enamide (4) and addition-elimination reaction of the resulting beta-methoxy enones (7) and (8).

  DOI：

  10.3987/com-92-6089