(S)-1-benzoyl-5-(1-butyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one | 1351362-62-3

• 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-5-(1-butyl-1H-1,2,3-triazol-4-yl)-2-isopropyl-2,3-dihydropyrimidin-4(1H)-one
• 英文别名: (2S)-3-benzoyl-5-(1-butyltriazol-4-yl)-2-propan-2-yl-1,2-dihydropyrimidin-6-one
• CAS: 1351362-62-3
• 化学式: C₂₀H₂₅N₅O₂
• 分子量: 367.451
• InChiKey: NGIFUTSRPNSSIM-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  80.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 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 、 四丁基氟化铵 、 碘 、 三乙胺 、 三苯基膦 、 palladium dichloride 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 0.58h， 生成 (S)-1-benzoyl-5-(1-butyl-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

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.