1-phenyl-6,7-dimethoxy-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-phenyl-6,7-dimethoxy-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
• 英文别名: 6,7-dimethoxy-1-phenyl-3,9b-dihydro-2H-imidazo[1,2-b]isoindol-5-one
• 化学式: C₁₈H₁₈N₂O₃
• 分子量: 310.353
• InChiKey: YPTWUVZASDSVSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羧基-3,4-二甲氧基苯甲醛 、 N-苯基乙二胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 28.0h， 以64%的产率得到1-phenyl-6,7-dimethoxy-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-one
  参考文献：
  名称：

  Stereoselective syntheses of chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones

  摘要：

  Chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones 11a-11f, 14b.14c and 17a,b were prepared in 78-93% yields with high stereoselectivities (d.e. >99%) by the intermolecular condensations of 2-formylbenzoic acids 10 or 13 or 2-acetylbenzoic acid 15 with chiral diamines 9a-9f and 9h. Compounds 9a-9f and 9h were readily prepared in three steps from optically active N-Boc-alpha-amino acids 5a-5d. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00220-3

文献信息

• Stereoselective syntheses of chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones
  作者：Alan R. Katritzky、Hai-Ying He、Akhilesh K. Verma

  DOI：10.1016/s0957-4166(02)00220-3

  日期：2002.6

  Chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones 11a-11f, 14b.14c and 17a,b were prepared in 78-93% yields with high stereoselectivities (d.e. >99%) by the intermolecular condensations of 2-formylbenzoic acids 10 or 13 or 2-acetylbenzoic acid 15 with chiral diamines 9a-9f and 9h. Compounds 9a-9f and 9h were readily prepared in three steps from optically active N-Boc-alpha-amino acids 5a-5d. (C) 2002 Elsevier Science Ltd. All rights reserved.