(S)-1-benzoyl-2-isopropyl-5-((4-pentylphenyl)ethynyl)-2,3-dihydropyrimidin-4-(1H)-one | 1273415-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-benzoyl-2-isopropyl-5-((4-pentylphenyl)ethynyl)-2,3-dihydropyrimidin-4-(1H)-one
• 英文别名: (2S)-3-benzoyl-5-[2-(4-pentylphenyl)ethynyl]-2-propan-2-yl-1,2-dihydropyrimidin-6-one
• CAS: 1273415-52-3
• 化学式: C₂₇H₃₀N₂O₂
• 分子量: 414.547
• InChiKey: VEEGFVMBIQPFJF-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-benzoyl-2(S)-isopropyl-6(S)-carboxy-perhydropyrimidin-4-one 在 碘苯二乙酸 、 碘 、 palladium diacetate 、 二异丙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 生成 (S)-1-benzoyl-2-isopropyl-5-((4-pentylphenyl)ethynyl)-2,3-dihydropyrimidin-4-(1H)-one
  参考文献：
  名称：

  Synthesis of (2S)-isopropyl-5-alkynylpyrimidin-2-ones: precursors of β-aminoacids

  摘要：

  The efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of (2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-one with, arylethynyl-, heteroarylethynyl-, and alkylethynyltrifluoroborate salts is reported. The standard protocol was evaluated and optimized in order to gain access to suitable precursors of enantiopure 2-substituted beta-amino acids. The scope and limitations of this methodology are discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.087

文献信息

• Synthesis of (2S)-isopropyl-5-alkynylpyrimidin-2-ones: precursors of β-aminoacids
  作者：Hélio A. Stefani、Monica F.Z.J. Amaral、Eusebio Juaristi

  DOI：10.1016/j.tetlet.2010.12.087

  日期：2011.3

  The efficient palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of (2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-one with, arylethynyl-, heteroarylethynyl-, and alkylethynyltrifluoroborate salts is reported. The standard protocol was evaluated and optimized in order to gain access to suitable precursors of enantiopure 2-substituted beta-amino acids. The scope and limitations of this methodology are discussed. (C) 2010 Elsevier Ltd. All rights reserved.