1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione | 1242594-80-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione
• CAS: 1242594-80-4
• 化学式: C₁₉H₂₂N₄O₆
• 分子量: 402.407
• InChiKey: LKNLNOZDDVPJCP-SDNWHVSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  122.09
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione 以 氘代氯仿 为溶剂， 反应 240.0h， 生成 1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione
  参考文献：
  名称：

  Diastereoselective synthesis of 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3′-(1′,2′,3′,4′-tetrahydroquinolines)

  摘要：

  Knoevenagel products formed by the condensation of N-monoalkyl barbituric acids with o-tert-amino benzaldehydes undergo tert-amino effect reactions (T-reactions) yielding 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3'-(1',2',3',4'-tetrahydroquinoline) derivatives as a mixture of (S*,S*)- and (S*,R*)-diastereomers. Mostly, the major diastereomer has the S*,S*-configuration. According to X-ray diffraction data in the solid form and NOE data in solution, diastereoselectivity of the T-reactions can be associated with the structure of the Knoevenagel products whose conformation is fixed by the strong intramolecular C-H center dot center dot center dot pi interaction. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.015
• 作为产物：
  描述：

  1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione 以 氘代氯仿 为溶剂， 生成 1-tert-butyl-5-(2-morpholin-4-yl-5-nitrobenzylidene)-pyrimidine-2,4,6-trione
  参考文献：
  名称：

  Diastereoselective synthesis of 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3′-(1′,2′,3′,4′-tetrahydroquinolines)

  摘要：

  Knoevenagel products formed by the condensation of N-monoalkyl barbituric acids with o-tert-amino benzaldehydes undergo tert-amino effect reactions (T-reactions) yielding 1-alkyl-2,4,6-trioxoperhydropyrimidine-5-spiro-3'-(1',2',3',4'-tetrahydroquinoline) derivatives as a mixture of (S*,S*)- and (S*,R*)-diastereomers. Mostly, the major diastereomer has the S*,S*-configuration. According to X-ray diffraction data in the solid form and NOE data in solution, diastereoselectivity of the T-reactions can be associated with the structure of the Knoevenagel products whose conformation is fixed by the strong intramolecular C-H center dot center dot center dot pi interaction. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.015