S-1-(2,6-dichloropyrimidin-4-ylamino)-4-(1,3-dioxoisoindolin-2-yl)butan-2-yl-O-ethyl carbonodithioate | 1414889-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: S-1-(2,6-dichloropyrimidin-4-ylamino)-4-(1,3-dioxoisoindolin-2-yl)butan-2-yl-O-ethyl carbonodithioate
• 英文别名: O-ethyl [1-[(2,6-dichloropyrimidin-4-yl)amino]-4-(1,3-dioxoisoindol-2-yl)butan-2-yl]sulfanylmethanethioate
• CAS: 1414889-62-5
• 化学式: C₁₉H₁₈Cl₂N₄O₃S₂
• 分子量: 485.415
• InChiKey: GNVAUYDXZZKZBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  S-1-(2,6-dichloropyrimidin-4-ylamino)-4-(1,3-dioxoisoindolin-2-yl)butan-2-yl-O-ethyl carbonodithioate 在 过氧化双月桂酰 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以11%的产率得到2-(2-(2,4-dichloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures

  摘要：

  A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines.

  DOI：

  10.1021/ol3028829
• 作为产物：
  描述：

  O-ethyl S-phthalimidomethyl dithiocarbonate 、 4-allylamino-2,6-dichloropyrimidine 在 过氧化双月桂酰 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以64%的产率得到S-1-(2,6-dichloropyrimidin-4-ylamino)-4-(1,3-dioxoisoindolin-2-yl)butan-2-yl-O-ethyl carbonodithioate
  参考文献：
  名称：

  Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures

  摘要：

  A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines.

  DOI：

  10.1021/ol3028829

文献信息

• Expedient Approach to Novel N-Unprotected Bicyclic Azapyrimidine and Pyridine Structures
  作者：Zhibo Liu、Ling Qin、Samir Z. Zard

  DOI：10.1021/ol3028829

  日期：2012.12.7

  A direct route to novel bicyclic N-unprotected azapyrimidine structures including fused five-, six-, and seven-membered rings is described involving radical addition and cyclization of xanthates; this approach could be partially extended to pyridines.