2-(trimethylsilyl)ethyl 4-isobutoxy-8-nitroquinoline-2-carboxylate | 1443682-81-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(trimethylsilyl)ethyl 4-isobutoxy-8-nitroquinoline-2-carboxylate
• CAS: 1443682-81-2
• 化学式: C₁₉H₂₆N₂O₅Si
• 分子量: 390.511
• InChiKey: ULWGZHCEQGDVEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  91.56
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethyl 4-isobutoxy-8-nitroquinoline-2-carboxylate 在 盐酸 、 palladium 10% on activated carbon 、 ammonium vanadate 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 氯仿 、 乙酸乙酯 为溶剂， 反应 53.5h， 生成
  参考文献：
  名称：

  Folding of a Linear Array of α-Amino Acids within a Helical Aromatic Oligoamide Frame

  摘要：

  Control of the spatial organization of proteinogenic side chains is critical for the development of protein mimics with selective recognition properties toward target protein surfaces. We present a novel methodology for producing a linear array of proteinogenic residues based on the incorporation of alpha-amino acids into sequences of rigid, helically folded oligoamides of 8-amino-2-quinolinecarboxylic acid (Q). When l-leucine (L) was alternated with dimer Q(2), the resulting sequence adopted a right-handed helical conformation, as deduced in solution from the CD spectra of L-(LQ(2))(n) (n = 2, 4) and in the solid state from X-ray crystallographic analysis of (+/-)-(LQ(2))(4). Each LQ(2) segment spanned just one helix turn (pitch of 3.5 angstrom), and consequently, the four leucine side chains of (LQ(2))(4) formed a linear array. In solution, NMR analysis showed that both L-(LQ(2))(2) and L-(LQ(2))(4) exist as a mixture of two slowly equilibrating folded conformers, the proportion of which strongly varies with the solvent.

  DOI：

  10.1021/ja404656z
• 作为产物：
  描述：

  2-<(2-nitrophenyl)amino>-2-butenedioic acid dimethyl ester 在 甲醇 、 偶氮二甲酸二异丙酯 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三苯基膦 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二苯醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.25h， 生成 2-(trimethylsilyl)ethyl 4-isobutoxy-8-nitroquinoline-2-carboxylate
  参考文献：
  名称：

  Folding of a Linear Array of α-Amino Acids within a Helical Aromatic Oligoamide Frame

  摘要：

  Control of the spatial organization of proteinogenic side chains is critical for the development of protein mimics with selective recognition properties toward target protein surfaces. We present a novel methodology for producing a linear array of proteinogenic residues based on the incorporation of alpha-amino acids into sequences of rigid, helically folded oligoamides of 8-amino-2-quinolinecarboxylic acid (Q). When l-leucine (L) was alternated with dimer Q(2), the resulting sequence adopted a right-handed helical conformation, as deduced in solution from the CD spectra of L-(LQ(2))(n) (n = 2, 4) and in the solid state from X-ray crystallographic analysis of (+/-)-(LQ(2))(4). Each LQ(2) segment spanned just one helix turn (pitch of 3.5 angstrom), and consequently, the four leucine side chains of (LQ(2))(4) formed a linear array. In solution, NMR analysis showed that both L-(LQ(2))(2) and L-(LQ(2))(4) exist as a mixture of two slowly equilibrating folded conformers, the proportion of which strongly varies with the solvent.

  DOI：

  10.1021/ja404656z