1-(2-bromoacetyl)-3-butylurea | 34626-57-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: 1-(2-bromoacetyl)-3-butylurea
• 英文别名: N-Bromacetyl-N'-n-butylharnstoff；2-bromo-N-(butylcarbamoyl)acetamide
• CAS: 34626-57-8
• 化学式: C₇H₁₃BrN₂O₂
• 分子量: 237.096
• InChiKey: NEHCLKFMVCNNMY-UHFFFAOYSA-N

物化性质

• 密度：
  1.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 1-(2-bromoacetyl)-3-butylurea 以 乙醇 为溶剂， 反应 12.0h， 以24%的产率得到1-butyl-3-(imidazo[1,2-a]pyrimidin-2-yl)urea
  参考文献：
  名称：

  A New Quadruple Hydrogen-Bonding Module with a DDAA Array: Formation of a Stable Homodimer without Competition from Undesired Hydrogen-Bonded Dimers

  摘要：

  A new DDAA hydrogen-bonding module (Ulmp-2), based on a ureidoimidazo[1,2-a]pyrimidine structure, forms a highly stable homodimer (K-dlm > 1.1 x 10(5) M-1 in CDCl3) without competition from undesired hydrogen-bonded dimers.

  DOI：

  10.1021/ol9017084
• 作为产物：
  描述：

  2-溴乙酰胺 、 异氰酸正丁酯 以 甲苯 为溶剂， 反应 43.0h， 以81%的产率得到1-(2-bromoacetyl)-3-butylurea
  参考文献：
  名称：

  Five-membered heterocyclic ureas suitable for the donor–donor–acceptor hydrogen-bonding modules

  摘要：

  Five-membered heterocyclic ureas are capable of forming the unfolded conformer without preorganization by using the intramolecular hydrogen bond, and are suitable for the DDA hydrogen-bonding modules. In contrast, six-membered heterocyclic ureas are destabilized by an effect of steric repulsion due to the closer distance of CHc center dot center dot center dot O and their conformational equilibriums are biased toward the stable folded conformer. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.068

文献信息

• Five-membered heterocyclic ureas suitable for the donor–donor–acceptor hydrogen-bonding modules
  作者：Yosuke Hisamatsu、Yuki Fukumi、Naohiro Shirai、Shin-ichi Ikeda、Kazunori Odashima

  DOI：10.1016/j.tetlet.2008.01.068

  日期：2008.3

  Five-membered heterocyclic ureas are capable of forming the unfolded conformer without preorganization by using the intramolecular hydrogen bond, and are suitable for the DDA hydrogen-bonding modules. In contrast, six-membered heterocyclic ureas are destabilized by an effect of steric repulsion due to the closer distance of CHc center dot center dot center dot O and their conformational equilibriums are biased toward the stable folded conformer. (c) 2008 Elsevier Ltd. All rights reserved.
• A New Quadruple Hydrogen-Bonding Module with a DDAA Array: Formation of a Stable Homodimer without Competition from Undesired Hydrogen-Bonded Dimers
  作者：Yosuke Hisamatsu、Naohiro Shirai、Shin-ichi Ikeda、Kazunori Odashima

  DOI：10.1021/ol9017084

  日期：2009.10.1

  A new DDAA hydrogen-bonding module (Ulmp-2), based on a ureidoimidazo[1,2-a]pyrimidine structure, forms a highly stable homodimer (K-dlm > 1.1 x 10(5) M-1 in CDCl3) without competition from undesired hydrogen-bonded dimers.