2-methyl-6-(3-methyl-4-nitro-5-isoxazolyl)-5-(p-chlorophenyl)-7-phenyl-6,7-dihydro-5H-isoxazolo[2,3-a]pyrimidine

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-methyl-6-(3-methyl-4-nitro-5-isoxazolyl)-5-(p-chlorophenyl)-7-phenyl-6,7-dihydro-5H-isoxazolo[2,3-a]pyrimidine
• 英文别名: (5R,6R,7R)-5-(4-chlorophenyl)-2-methyl-6-(3-methyl-4-nitro-1,2-oxazol-5-yl)-7-phenyl-6,7-dihydro-5H-[1,2]oxazolo[2,3-a]pyrimidine
• 化学式: C₂₃H₁₉ClN₄O₄
• 分子量: 450.881
• InChiKey: FOQKCPAMLIANMQ-URVUXULASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  96.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-氨基-5-甲基异恶唑 、 4-氯苯甲醛 、 5-styryl-4-nitro-3-methylisoxazole 在 L-脯氨酸 作用下， 以 乙腈 为溶剂， 反应 3.5h， 生成 2-methyl-6-(3-methyl-4-nitro-5-isoxazolyl)-5-(p-chlorophenyl)-7-phenyl-6,7-dihydro-5H-isoxazolo[2,3-a]pyrimidine 、 2-methyl-6-(3-methyl-4-nitro-5-isoxazolyl)-5-(p-chlorophenyl)-7-phenyl-6,7-dihydro-5H-isoxazolo[2,3-a]pyrimidine
  参考文献：
  名称：

  l-Proline catalyzed efficient one-pot three-component aza-Diels–Alder reactions on nitrostyrylisoxazoles: a facile synthesis of new isoxazolyl tetrahydroquinolines and isoxazolo[2,3-a]pyrimidines

  摘要：

  L-Proline acts as an efficient organocatalyst and found to promote one-pot three-component aza-Diels-Alder reaction of aryl or isoxazole imines formed in situ from aromatic or isoxazoleamines and aromatic aldehydes with nitrostyrylisoxazoles to afford the isoxazolyl tetrahydroquinolines or isoxazolo[2,3-a]pyrimidines, respectively, in excellent yields at ambient temperature under neutral conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.002

文献信息

• l-Proline catalyzed efficient one-pot three-component aza-Diels–Alder reactions on nitrostyrylisoxazoles: a facile synthesis of new isoxazolyl tetrahydroquinolines and isoxazolo[2,3-a]pyrimidines
  作者：E. Rajanarendar、M. Nagi Reddy、K. Govardhan Reddy、S. Rama Krishna

  DOI：10.1016/j.tetlet.2012.04.002

  日期：2012.6

  L-Proline acts as an efficient organocatalyst and found to promote one-pot three-component aza-Diels-Alder reaction of aryl or isoxazole imines formed in situ from aromatic or isoxazoleamines and aromatic aldehydes with nitrostyrylisoxazoles to afford the isoxazolyl tetrahydroquinolines or isoxazolo[2,3-a]pyrimidines, respectively, in excellent yields at ambient temperature under neutral conditions. (C) 2012 Elsevier Ltd. All rights reserved.