dithiocarbonic acid S-(1-{[acetyl(6-chloropyridin-2-yl)amino]methyl}-4-oxo-4-(2-oxooxazolidin-3-yl)butyl)ester O-ethyl ester | 791096-03-2

• 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: dithiocarbonic acid S-(1-{[acetyl(6-chloropyridin-2-yl)amino]methyl}-4-oxo-4-(2-oxooxazolidin-3-yl)butyl)ester O-ethyl ester
• 英文别名: O-ethyl [1-[acetyl-(6-chloropyridin-2-yl)amino]-5-oxo-5-(2-oxo-1,3-oxazolidin-3-yl)pentan-2-yl]sulfanylmethanethioate
• CAS: 791096-03-2
• 化学式: C₁₈H₂₂ClN₃O₅S₂
• 分子量: 459.975
• InChiKey: KIXKQLQBVHXZLN-UHFFFAOYSA-N

物化性质

• 沸点：
  671.6±55.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  146
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dithiocarbonic acid S-(1-{[acetyl(6-chloropyridin-2-yl)amino]methyl}-4-oxo-4-(2-oxooxazolidin-3-yl)butyl)ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 氯苯 为溶剂， 以66%的产率得到3-[3-(1-acetyl-6-chloro-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-3-yl)propionyl]oxazolidin-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：

  2,6-二氯吡啶 在 4-二甲氨基吡啶 、 过氧化双月桂酰 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 24.0h， 生成 dithiocarbonic acid S-(1-{[acetyl(6-chloropyridin-2-yl)amino]methyl}-4-oxo-4-(2-oxooxazolidin-3-yl)butyl)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