4-甲氧羰基-3-胺基苯硼酸 | 85107-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-甲氧羰基-3-胺基苯硼酸
• 中文别名: 4-甲氧羰基-3-氨基苯硼酸
• 英文名称: (3-Amino-4-(methoxycarbonyl)phenyl)boronic acid
• 英文别名: (3-amino-4-methoxycarbonylphenyl)boronic acid
• CAS: 85107-52-4
• 化学式: C₈H₁₀BNO₄
• 分子量: 194.983
• InChiKey: BNKCFAZOGCKQBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  414.9±55.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.26
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲氧羰基-3-胺基苯硼酸 在 四(三苯基膦)钯 吡啶 、 偶氮二甲酸二异丙酯 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 2.08h， 生成 methyl 4-(3-chloropyridin-2-yl)-2-(methylamino)benzoate
  参考文献：
  名称：

  [EN] AMIDE COMPOUNDS AS ION CHANNEL LIGANDS AND USES THEREOF
  [FR] COMPOSES D'AMIDES UTILISES EN TANT QUE LIGANDS DE CANAUX IONIQUES ET UTILISATIONS CORRESPONDANTES

  摘要：

  公开号：

  WO2005032493A3

文献信息

• One-Pot Two-Step Microwave-Assisted Reaction in Constructing 4,5-Disubstituted Pyrazolopyrimidines
  作者：Tom Y. H. Wu、Peter G. Schultz、Sheng Ding

  DOI：10.1021/ol035226w

  日期：2003.10.1

  A microwave-assisted reaction was developed to facilitate the construction of 4,5-disubstituted pyrazolopyrimidines. This one-pot two-step process involves a sequential SNAr displacement of the C4 chloro substituent with various anilines and amines, followed by a Suzuki coupling reaction with different boronic acids. Using microwave irradiation leads to high product conversion, low side product formation, and shorter reactions.
• Derivatization and mass spectrometric investigations of substituted benzeneboronic acids. The use of linked scanning during gas chromatography mass spectrometry
  作者：Colin Longstaff、Malcolm Edward Rose

  DOI：10.1002/oms.1210171010

  日期：1982.10

  AbstractSubstituted benzeneboronic acids are important intermediates in the synthesis of support matrices for affinity chromatography but their analysis by mass spectrometry is hindered by thermal reactions in the ion source. A simple derivatization with 1,2‐ or 1,3‐diols removes this difficulty and imparts sufficient volatility for application of gas chromatography/mass spectrometry. The mass spectra of the resulting boronate esters are discussed with reference to high resolution measurements, isotope labelling studies and observation of metastable ions. ortho Substituents are shown to interact strongly during fragmentation. Linked scanning at constant B/E was used to characterize fragmentation pathways and the compatibility of linked scanning and GC/MS is reported.