(E)-2-(benzoylamino)-3-(2,4-dimethyl-6-phenylpyrimidin-5-yl)propenoic acid | 1192144-39-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-2-(benzoylamino)-3-(2,4-dimethyl-6-phenylpyrimidin-5-yl)propenoic acid
• CAS: 1192144-39-0
• 化学式: C₂₂H₁₉N₃O₃
• 分子量: 373.411
• InChiKey: KCRRMFFGPAKRRB-CPNJWEJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  92.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  5-benzoyl-3-benzoylamino-6-methyl-2H-pyran-2-one 、 盐酸乙脒 在 sodium carbonate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 1.75h， 以86%的产率得到(E)-2-(benzoylamino)-3-(2,4-dimethyl-6-phenylpyrimidin-5-yl)propenoic acid
  参考文献：
  名称：

  An expeditious synthesis of β-pyrimidyl-α,β-didehydro-α-amino acid derivatives and pyrano[2,3-d]pyrimidines using microwave-assisted conditions

  摘要：

  An expeditious transformation of 5-acyl-2H-pyran-2-ones with various amidines as 1,3-binucleophiles into isomerically pure (E)-alpha,beta-diclehyrdro-alpha-amino acid derivatives (DDAAD) containing the 5-pyrimidyl moiety at the beta-position is described. The method was performed in ethanolic (or ethanol/water) solutions in the presence of Na2CO3 as a nontoxic base and under microwave-assisted conditions. When starting from the 5-ethoxycarbonyl-2H-pyran-2-one derivative and in the presence of DBU as a base the corresponding pyrano[2,3-d]pyrimidines were prepared. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.072

文献信息

• An expeditious synthesis of β-pyrimidyl-α,β-didehydro-α-amino acid derivatives and pyrano[2,3-d]pyrimidines using microwave-assisted conditions
  作者：Jure Hren、Franc Požgan、Alma Bunič、Vasile I. Parvulescu、Slovenko Polanc、Marijan Kočevar

  DOI：10.1016/j.tet.2009.07.072

  日期：2009.9

  An expeditious transformation of 5-acyl-2H-pyran-2-ones with various amidines as 1,3-binucleophiles into isomerically pure (E)-alpha,beta-diclehyrdro-alpha-amino acid derivatives (DDAAD) containing the 5-pyrimidyl moiety at the beta-position is described. The method was performed in ethanolic (or ethanol/water) solutions in the presence of Na2CO3 as a nontoxic base and under microwave-assisted conditions. When starting from the 5-ethoxycarbonyl-2H-pyran-2-one derivative and in the presence of DBU as a base the corresponding pyrano[2,3-d]pyrimidines were prepared. (C) 2009 Elsevier Ltd. All rights reserved.