N-[(4-bromophenyl)ethyl]-2,2-dimethylpropanamide | 197847-11-3

• 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: N-[(4-bromophenyl)ethyl]-2,2-dimethylpropanamide
• 英文别名: N-pivaloyl-p-bromo-α-phenylethylamine；Propanamide, N-[1-(4-bromophenyl)ethyl]-2,2-dimethyl-；N-[1-(4-bromophenyl)ethyl]-2,2-dimethylpropanamide
• CAS: 197847-11-3
• 化学式: C₁₃H₁₈BrNO
• mdl: MFCD01123271
• 分子量: 284.196
• InChiKey: ZLUNJWQJXQFSAM-UHFFFAOYSA-N

物化性质

• 沸点：
  412.7±28.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[(4-bromophenyl)ethyl]-2,2-dimethylpropanamide 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 二丁醚 、 potassium acetate 、 potassium carbonate 、 苯基锂 、 三乙胺 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 二乙二醇二甲醚 、 水 为溶剂， 反应 13.0h， 生成 Tert-butyl 5-[1-cyclopropyl-6-fluoro-4-(hydroxymethyl)-2-oxoquinolin-7-yl]-1-methyl-1,3-dihydroisoindole-2-carboxylate
  参考文献：
  名称：

  EP2987787

  摘要：

  公开号：
• 作为产物：
  描述：

  4-溴-α-甲基苄胺 、 三甲基乙酰氯 在 sodium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 0.5h， 以88%的产率得到N-[(4-bromophenyl)ethyl]-2,2-dimethylpropanamide
  参考文献：
  名称：

  EP2987787

  摘要：

  公开号：

文献信息

• NOVEL COMPOUND WITH ANTIBACTERIAL ACTIVITY
  申请人：JUNTENDO EDUCATIONAL FOUNDATION

  公开号：US20160257651A1

  公开（公告）日：2016-09-08

  A compound represented by the general formula (I) or a salt thereof having a potent antibacterial activity against bacteria that have acquired resistance to quinolones, and a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing the compound or a salt thereof as an active ingredient, as well as a medicament for prophylactic and/or therapeutic treatment of an infectious disease containing a combination of the compound or a salt thereof, and a quinolone.

  一种由通式（I）表示的化合物或其盐，具有对已获得对喹诺酮抗性的细菌具有强效的抗菌活性，以及一种用该化合物或其盐作为活性成分的预防和/或治疗感染性疾病的药物，以及一种包含该化合物或其盐与喹诺酮的组合物作为活性成分的预防和/或治疗感染性疾病的药物。
• Investigation of a broadly applicable chiral selector used in enantioselective chromatography (Whelk-O 1) as a chiral solvating agent for NMR determination of enantiomeric composition
  作者：Michael E. Koscho、William H. Pirkle

  DOI：10.1016/j.tetasy.2005.08.032

  日期：2005.10

  A chiral solvating agent (CSA) based on the chiral selector used in the Whelk-O I chiral stationary phase (CSP) was prepared and its scope evaluated. This chiral selector possesses a cleft flanked with aromatic groups and produces upfield chemical shifts for analytes. which are held in this cleft. The enantiomers of each of the Whelk-O I resolvable analytes surveyed show non-equivalent H-1 NMR spectra at room temperature with the addition of only 0.5 equiv of the CSA. Similar non-equivalence is sometimes noted for enantiomers, which do not resolve on this CSP. In such cases, it is apparent that a hydrogen bond acceptor is required and higher CSA to substrate ratios and/or lower temperatures may be needed if adequate resolution of enantiomeric signals is to be obtained. (c) 2005 Elsevier Ltd. All rights reserved.
• Chiral recognition in the solid state: crystallographically characterized diastereomeric co-crystals between a synthetic chiral selector (Whelk-O1) and a representative chiral analyte
  作者：Michael E. Koscho、Patrick L. Spence、William H. Pirkle

  DOI：10.1016/j.tetasy.2005.08.027

  日期：2005.10

  Designed to distinguish between the enantiomers of compounds possessing commonly occurring structural features, the chiral selector used in the chiral stationary phase (CSP) 1 (Whelk-O1) is broadly applicable. In an effort to further the understanding of the mechanism of chiral recognition with this chiral selector, both diastercomeric combinations of selector 1 and a representative analyte, the pivalamide of p-bromo-alpha-phenylethylamine, 2, were successfully co-crystallized and characterized by single crystal Xray diffraction. The crystal corresponding to the complex that is more stable in solution is consistent with our previously reported chiral recognition model. The aromatic portion of 2 is in the cleft of selector 1, displaying both face-to-face and face-to-edge pi-pi interactions as well as a hydrogen bond between the benzamide proton of the selector and the carbonyl oxygen of the analyte. For the crystal corresponding to the complex, which is less stable in solution, the aromatic portion of 2 is not in the cleft of selector 1, having approached from the opposite face of the pi-acidic dinitrobenzamide moiety so as to undergo face-to-face pi-pi and hydrogen bonding interactions. Comparisons of these structures and their relevance to enantioselective chromatography are also discussed. (c) 2005 Elsevier Ltd. All rights reserved.
• EP2987787
  申请人：——

  公开号：——

  公开（公告）日：——