1-Benzyl-7-methylazepane-2-carbonitrile | 1026644-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Benzyl-7-methylazepane-2-carbonitrile
• CAS: 1026644-37-0
• 化学式: C₁₅H₂₀N₂
• 分子量: 228.337
• InChiKey: CNNJKBVUKMJMQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzyl-7-methylazepane-2-carbonitrile 在 10percent Pd/C 盐酸 、 高氯酸 、 甲酸铵 、 magnesium 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 29.0h， 生成 (3R,5R,9aR)-5-methyl-3-nonyl-2,3,5,6,7,8,9,9a-octahydro-1H-pyrrolo[1,2-a]azepine
  参考文献：
  名称：

  Structure of Alkaloid 275A, a Novel 1-Azabicyclo[5.3.0]decane from a Dendrobatid Frog, Dendrobates lehmanni:  Synthesis of the Tetrahydrodiastereomers

  摘要：

  The principal alkaloid 275A in skins of the Colombian poison frog Dendrobates lehmanni has been identified as the pyrrolo[1,2-alpha ]azepane (1), the first occurrence in nature of this "izidine" system. Tetrahydro-l proved identical to one of the four synthetic diastereomers, 2a-2d, thereby establishing that 1 has the 5Z,10E relative stereochemistry. Alkaloid 1 is often accompanied by other congeners, in particular a 5Z,10Z diastereomer 15, a dihydro analogue 16, and a ketone 17. Such izidines in frogs may arise from dietary ants, as do other classes of izidines.

  DOI：

  10.1021/np0005098
• 作为产物：
  描述：

  2-(5-Oxohexyl)-1,3-dioxolane 在 titanium(IV) isopropylate 、 盐酸 、 高氯酸 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 19.0h， 生成 1-Benzyl-7-methylazepane-2-carbonitrile
  参考文献：
  名称：

  Structure of Alkaloid 275A, a Novel 1-Azabicyclo[5.3.0]decane from a Dendrobatid Frog, Dendrobates lehmanni:  Synthesis of the Tetrahydrodiastereomers

  摘要：

  The principal alkaloid 275A in skins of the Colombian poison frog Dendrobates lehmanni has been identified as the pyrrolo[1,2-alpha ]azepane (1), the first occurrence in nature of this "izidine" system. Tetrahydro-l proved identical to one of the four synthetic diastereomers, 2a-2d, thereby establishing that 1 has the 5Z,10E relative stereochemistry. Alkaloid 1 is often accompanied by other congeners, in particular a 5Z,10Z diastereomer 15, a dihydro analogue 16, and a ketone 17. Such izidines in frogs may arise from dietary ants, as do other classes of izidines.

  DOI：

  10.1021/np0005098