2-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)isoindoline-1,3-dione | 1421748-77-7

• 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: 2-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)isoindoline-1,3-dione
• CAS: 1421748-77-7
• 化学式: C₂₁H₂₄N₄O₂
• 分子量: 364.447
• InChiKey: AUJAQQXIINVTBM-QZTJIDSGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  65.54
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)isoindoline-1,3-dione 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-[(1R,2R)-2-[[4-(dimethylamino)pyridin-2-yl]amino]cyclohexyl]-2,4,6-trimethylbenzenesulfonamide
  参考文献：
  名称：

  Cu-Catalyzed Selective Mono-N-pyridylation: Direct Access to 2-AminoDMAP/Sulfonamides as Bifunctional Organocatalysts

  摘要：

  Direct and selective mono-N-pyridylation of trans-(R,R)-cyclohexane-1,2-diamine is described here. Facile preparation of a novel chiral 2-aminoDMAP core catalaphore via Cu catalysis has led to the development of various sulfonamide/2-aminoDMAPs as bifunctional acid/base organocatalysts (most in two steps overall), which have been shown to very effectively promote asymmetric conjugate addition of acetylacetone to trans-beta-nitroolefins with good to excellent yields (87-93%) and enantioselectivites (up to 99%).

  DOI：

  10.1021/jo302713b
• 作为产物：
  描述：

  2-溴-4-二甲基氨基吡啶 、 2-((1R,2R)-2-aminocyclohexyl)isoindoline-1,3-dione 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 氘代甲苯 为溶剂， 反应 60.0h， 以15%的产率得到2-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Cu-Catalyzed Selective Mono-N-pyridylation: Direct Access to 2-AminoDMAP/Sulfonamides as Bifunctional Organocatalysts

  摘要：

  Direct and selective mono-N-pyridylation of trans-(R,R)-cyclohexane-1,2-diamine is described here. Facile preparation of a novel chiral 2-aminoDMAP core catalaphore via Cu catalysis has led to the development of various sulfonamide/2-aminoDMAPs as bifunctional acid/base organocatalysts (most in two steps overall), which have been shown to very effectively promote asymmetric conjugate addition of acetylacetone to trans-beta-nitroolefins with good to excellent yields (87-93%) and enantioselectivites (up to 99%).

  DOI：

  10.1021/jo302713b