S-(4-cyano-1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)butan-2-yl) O-ethyl carbonodithioate | 1609547-77-4

• 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: S-(4-cyano-1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)butan-2-yl) O-ethyl carbonodithioate
• 英文别名: O-ethyl [4-cyano-1-[4-[(4,6-dichloropyrimidin-2-yl)amino]-1-(4-methylphenyl)sulfonylpiperidin-4-yl]butan-2-yl]sulfanylmethanethioate
• CAS: 1609547-77-4
• 化学式: C₂₄H₂₉Cl₂N₅O₃S₃
• 分子量: 602.63
• InChiKey: UMQZLEGTDZXGSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  174
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  S-(4-cyano-1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)butan-2-yl) O-ethyl carbonodithioate 在 2,6-二甲基吡啶 、 过氧化双月桂酰 作用下， 以 乙酸乙酯 为溶剂， 以53%的产率得到3-(6'-chloro-8'-oxo-1-tosyl-1',3',4',8'-tetrahydrospiro[piperidine-4,2'-pyrimido[1,2-a]pyrimidin]-4'-yl)propanenitrile
  参考文献：
  名称：

  Carbon Radical Attack on a Pyrimidine Nitrogen. An Unusual Entry into Polycyclic Aminopyrimidones

  摘要：

  Unprecedented examples of a synthetically useful radical ring closure onto a pyrimidine nitrogen leading to novel, highly functionalized bi- and tricyclic pyrimidone structures are reported. An unexpected hydrogen atom translocation prior to the cyclization step was observed in some cases.

  DOI：

  10.1021/ol501104h
• 作为产物：
  描述：

  4-哌啶酮，1-[（4-甲基苯基）磺酰基]- 在 过氧化双月桂酰 、 氨 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 为溶剂， 反应 88.25h， 生成 S-(4-cyano-1-(4-((4,6-dichloropyrimidin-2-yl)amino)-1-tosylpiperidin-4-yl)butan-2-yl) O-ethyl carbonodithioate
  参考文献：
  名称：

  Carbon Radical Attack on a Pyrimidine Nitrogen. An Unusual Entry into Polycyclic Aminopyrimidones

  摘要：

  Unprecedented examples of a synthetically useful radical ring closure onto a pyrimidine nitrogen leading to novel, highly functionalized bi- and tricyclic pyrimidone structures are reported. An unexpected hydrogen atom translocation prior to the cyclization step was observed in some cases.

  DOI：

  10.1021/ol501104h

文献信息

• Carbon Radical Attack on a Pyrimidine Nitrogen. An Unusual Entry into Polycyclic Aminopyrimidones
  作者：Ling Qin、Zhibo Liu、Samir Z. Zard

  DOI：10.1021/ol501104h

  日期：2014.6.6

  Unprecedented examples of a synthetically useful radical ring closure onto a pyrimidine nitrogen leading to novel, highly functionalized bi- and tricyclic pyrimidone structures are reported. An unexpected hydrogen atom translocation prior to the cyclization step was observed in some cases.