dithiocarbonic acid S-{[tert-butyl(6-chloropyridin-2-yl)carbamoyl]methyl}ester O-ethyl ester | 791095-87-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dithiocarbonic acid S-{[tert-butyl(6-chloropyridin-2-yl)carbamoyl]methyl}ester O-ethyl ester
• 英文别名: O-ethyl [2-[tert-butyl-(6-chloropyridin-2-yl)amino]-2-oxoethyl]sulfanylmethanethioate
• CAS: 791095-87-9
• 化学式: C₁₄H₁₉ClN₂O₂S₂
• 分子量: 346.902
• InChiKey: LXIDJSSJNLTHKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dithiocarbonic acid S-{[tert-butyl(6-chloropyridin-2-yl)carbamoyl]methyl}ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 氯苯 为溶剂， 以82%的产率得到1-tert-butyl-6-chloro-1,3-dihydropyrrolo[2,3-b]pyridin-2-one
  参考文献：
  名称：

  Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5H-pyrido[2,3-b]azepin-8-ones

  摘要：

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.

  DOI：

  10.1021/ol0489649
• 作为产物：
  描述：

  tert-butyl(6-chloropyridin-2-yl)amine 在 N,N-二甲基苯胺 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 8.0h， 生成 dithiocarbonic acid S-{[tert-butyl(6-chloropyridin-2-yl)carbamoyl]methyl}ester O-ethyl ester
  参考文献：
  名称：

  Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5H-pyrido[2,3-b]azepin-8-ones

  摘要：

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.

  DOI：

  10.1021/ol0489649