2-benzyl-4-methyl-1-oxo-2,8-diaza-spiro [4.5] deca-3,6,9-triene-8-carboxylic acid trifluoro-methyl ester | 1429043-85-5

• 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
• 英文名称: 2-benzyl-4-methyl-1-oxo-2,8-diaza-spiro [4.5] deca-3,6,9-triene-8-carboxylic acid trifluoro-methyl ester
• 英文别名: 2-Benzyl-4-methyl-8-(trifluoromethylsulfonyl)-2,8-diazaspiro[4.5]deca-3,6,9-trien-1-one；2-benzyl-4-methyl-8-(trifluoromethylsulfonyl)-2,8-diazaspiro[4.5]deca-3,6,9-trien-1-one
• CAS: 1429043-85-5
• 化学式: C₁₇H₁₅F₃N₂O₃S
• 分子量: 384.379
• InChiKey: MTKXBHKAKHWGFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-benzyl-4-methyl-1-oxo-2,8-diaza-spiro [4.5] deca-3,6,9-triene-8-carboxylic acid trifluoro-methyl ester 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 20.5h， 以59%的产率得到2-benzyl-4,10-dibromo-3,9-dimethoxy-4-methyl-8-trifluoromethanesulfonyl-2,8-diazaspiro[4.5]dec-6-en-1-one
  参考文献：
  名称：

  Spirocyclic Dihydropyridines by Electrophile-Induced Dearomatizing Cyclization of N-Alkenyl Pyridinecarboxamides

  摘要：

  On treatment with acylating or sulfonylating agents, N-alkenyl pyridine carboxamides (N-pyridinecarbonyl enamines) undergo a dearomatizing cyclization initiated by pyridine acylation and followed by intramolecular trapping of the resulting pyridinium cation. The products are spirocyclic dihydropyridines which may be further elaborated to spirocyclic heterocycles with drug-like features.

  DOI：

  10.1021/ol400571j
• 作为产物：
  描述：

  异烟酸酰氯 在 2,6-二叔丁基-4-甲基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.03h， 生成 2-benzyl-4-methyl-1-oxo-2,8-diaza-spiro [4.5] deca-3,6,9-triene-8-carboxylic acid trifluoro-methyl ester
  参考文献：
  名称：

  Spirocyclic Dihydropyridines by Electrophile-Induced Dearomatizing Cyclization of N-Alkenyl Pyridinecarboxamides

  摘要：

  On treatment with acylating or sulfonylating agents, N-alkenyl pyridine carboxamides (N-pyridinecarbonyl enamines) undergo a dearomatizing cyclization initiated by pyridine acylation and followed by intramolecular trapping of the resulting pyridinium cation. The products are spirocyclic dihydropyridines which may be further elaborated to spirocyclic heterocycles with drug-like features.

  DOI：

  10.1021/ol400571j