(S)-1-benzoyl-2-isopropyl-5-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one | 1273415-57-8

• 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-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one
• 英文别名: (S)-2-isopropyl-5-(trimethylsilylethynyl)pyrimidinone；(2S)-3-benzoyl-2-propan-2-yl-5-(2-trimethylsilylethynyl)-1,2-dihydropyrimidin-6-one
• CAS: 1273415-57-8
• 化学式: C₁₉H₂₄N₂O₂Si
• 分子量: 340.497
• InChiKey: UYEWFRINXJWCOZ-KRWDZBQOSA-N

物化性质

• 沸点：
  479.7±45.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-1-benzoyl-2-isopropyl-5-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one 、 苄基叠氮 在 copper(l) iodide 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以88%的产率得到(S)-1-benzoyl-5-(1-benzyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one
  参考文献：
  名称：

  Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide–alkyne cycloadditions

  摘要：

  A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1' of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using Cul as a copper source and ultrasonic waves as an energy source it was possible to obtain products with yields ranging from 79% to 89% within 5 min or less. A preliminary study to gain further insight into the reaction was performed using in situ ReactIR technology. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.011
• 作为产物：
  描述：

  1-benzoyl-2(S)-isopropyl-6(S)-carboxy-perhydropyrimidin-4-one 在 copper(l) iodide 、 碘苯二乙酸 、 碘 、 三乙胺 、 三苯基膦 、 palladium dichloride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.5h， 生成 (S)-1-benzoyl-2-isopropyl-5-((trimethylsilyl)ethynyl)-2,3-dihydropyrimidin-4(1H)-one
  参考文献：
  名称：

  Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide–alkyne cycloadditions

  摘要：

  A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1' of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using Cul as a copper source and ultrasonic waves as an energy source it was possible to obtain products with yields ranging from 79% to 89% within 5 min or less. A preliminary study to gain further insight into the reaction was performed using in situ ReactIR technology. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.011

文献信息

• Functionalization of 2-(S)-isopropyl-5-iodo-pyrimidin-4-ones through Cu(I)-mediated 1,3-dipolar azide–alkyne cycloadditions
  作者：Hélio A. Stefani、Mônica F.Z.J. Amaral、Flávia Manarin、Rômulo A. Ando、Nathália C.S. Silva、Eusebio Juaristi

  DOI：10.1016/j.tetlet.2011.10.011

  日期：2011.12

  A series of 2-(S)-isopropyl-pyrimidinones functionalized at C5 with triazole rings, in which the substituents are found at N-1' of the triazole ring, were synthesized. Through the azide-acetylene cycloaddition reaction, using Cul as a copper source and ultrasonic waves as an energy source it was possible to obtain products with yields ranging from 79% to 89% within 5 min or less. A preliminary study to gain further insight into the reaction was performed using in situ ReactIR technology. (C) 2011 Elsevier Ltd. All rights reserved.