methyl 2-bromo-6-(N'-tert-butoxycarbonylhydrazino)pyrimidine-4-carboxylate | 880091-39-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 2-bromo-6-(N'-tert-butoxycarbonylhydrazino)pyrimidine-4-carboxylate
• 英文别名: Methyl 2-bromo-6-[2-[(2-methylpropan-2-yl)oxycarbonyl]hydrazinyl]pyrimidine-4-carboxylate；methyl 2-bromo-6-[2-[(2-methylpropan-2-yl)oxycarbonyl]hydrazinyl]pyrimidine-4-carboxylate
• CAS: 880091-39-4
• 化学式: C₁₁H₁₅BrN₄O₄
• 分子量: 347.168
• InChiKey: MFAGYCCVWHVIGB-UHFFFAOYSA-N

物化性质

• 熔点：
  227-228 °C
• 密度：
  1.524±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-bromo-6-(N'-tert-butoxycarbonylhydrazino)pyrimidine-4-carboxylate 在 一水合肼 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 methyl 6-{N'-[2-{bis[2-(2-methoxyethoxy)ethyl]amino}-6-(N'-(tert-butoxycarbonyl)hydrazino)pyrimidine-4-carbonyl]hydrazino}-2-bromopyrimidine-4-carboxylate
  参考文献：
  名称：

  Luminescent pyrimidine hydrazide oligomers with peptide affinity

  摘要：

  The modular synthesis of pyrimidine oligohydrazides and their peptide binding ability are reported. Ethylene glycol substituents ensure water solubility of the compounds. The pattern of hydrogen bond donors and hydrogen bond acceptors resembles the functionalities of a peptide backbone, and intramolecular hydrogen bonds restrict conformational mobility. The pyrimidine heterocycles show emission at 423 nm if either excited with light of 320 nm or by a FRET process from a nearby Trp residue. This property is useful for the luminescent detection of interactions with peptides and proteins. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.003
• 作为产物：
  描述：

  乳清酸 在 氯化亚砜 、 三乙胺 、 三溴氧磷 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 methyl 2-bromo-6-(N'-tert-butoxycarbonylhydrazino)pyrimidine-4-carboxylate
  参考文献：
  名称：

  Synthesis of Substituted Pyrimidine Hydrazine Acids (PHA) and Their Use in Peptide Recognition

  摘要：

  DOI：

  10.3987/com-05-s(t)6

文献信息

• Luminescent pyrimidine hydrazide oligomers with peptide affinity
  作者：Xiaoqiang Li、Stefan Miltschitzky、Burkhard König

  DOI：10.1016/j.bmc.2006.05.003

  日期：2006.9

  The modular synthesis of pyrimidine oligohydrazides and their peptide binding ability are reported. Ethylene glycol substituents ensure water solubility of the compounds. The pattern of hydrogen bond donors and hydrogen bond acceptors resembles the functionalities of a peptide backbone, and intramolecular hydrogen bonds restrict conformational mobility. The pyrimidine heterocycles show emission at 423 nm if either excited with light of 320 nm or by a FRET process from a nearby Trp residue. This property is useful for the luminescent detection of interactions with peptides and proteins. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of Substituted Pyrimidine Hydrazine Acids (PHA) and Their Use in Peptide Recognition
  作者：Burkhard Koenig、Stefan Miltschitzky、Veronika Michlova、Stefan Stadlbauer

  DOI：10.3987/com-05-s(t)6

  日期：——