(4R,5R)-4,5-diphenyl-9-thia-3,6-diazatricyclo[6.3.0.02,6]undeca-1(8),2,10-triene | 1268872-89-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (4R,5R)-4,5-diphenyl-9-thia-3,6-diazatricyclo[6.3.0.02,6]undeca-1(8),2,10-triene
• CAS: 1268872-89-4
• 化学式: C₂₀H₁₆N₂S
• 分子量: 316.426
• InChiKey: LFADLVLRMCUCQY-RTBURBONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  噻吩-2,3-二甲醛 、 (1R,2R)-1,2-二苯基乙二胺 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 (4R,5R)-4,5-diphenyl-11-thia-3,6-diazatricyclo[6.3.0.02,6]undeca-1(8),2,9-triene 、 (4R,5R)-4,5-diphenyl-9-thia-3,6-diazatricyclo[6.3.0.02,6]undeca-1(8),2,10-triene
  参考文献：
  名称：

  The reaction of aromatic dialdehydes with enantiopure 1,2-diamines: an expeditious route to enantiopure tricyclic amidines

  摘要：

  The condensation of enantiopure 1,2-diamines with terephthalaldehyde, isophthalaldehyde or 2-iodo-, 2-alkyl- or 2-aryl-1,3-benzenedialdehydes in toluene followed by treatment with NBS in dichloromethane gives direct access to enantiopure 1,4-, and 1,3-di(4,5-dihydro-1H-imidazol-2-yl)benzenes (diamidines). The condensation of o-phthalaldehyde, and other ortho-disubstituted aromatic dialdehydes, with enantiopure 1,2-diamines, without NBS, gives enantiopure 3,5-dihydro-2H-imidazol-[2,1]-isoindoles. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.12.002

文献信息

• The reaction of aromatic dialdehydes with enantiopure 1,2-diamines: an expeditious route to enantiopure tricyclic amidines
  作者：D. Christopher Braddock、Thaïs Cailleau、Gemma Cansell、Stephen A. Hermitage、Rebecca H. Pouwer、Joanna M. Redmond、Andrew J.P. White

  DOI：10.1016/j.tetasy.2010.12.002

  日期：2010.12

  The condensation of enantiopure 1,2-diamines with terephthalaldehyde, isophthalaldehyde or 2-iodo-, 2-alkyl- or 2-aryl-1,3-benzenedialdehydes in toluene followed by treatment with NBS in dichloromethane gives direct access to enantiopure 1,4-, and 1,3-di(4,5-dihydro-1H-imidazol-2-yl)benzenes (diamidines). The condensation of o-phthalaldehyde, and other ortho-disubstituted aromatic dialdehydes, with enantiopure 1,2-diamines, without NBS, gives enantiopure 3,5-dihydro-2H-imidazol-[2,1]-isoindoles. (C) 2010 Elsevier Ltd. All rights reserved.