| 174497-13-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 174497-13-3
• 化学式: C₂₈H₃₉N₅O₆
• 分子量: 541.648
• InChiKey: LOJHBDLCGQGIIK-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  39.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  143.3
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  以 甲醇 、 二氯甲烷 为溶剂， 反应 85.0h， 生成 methyl (2S,3S)-2-[[2-cyanoethyl-[2-[[(2S)-1-methoxy-3-methyl-1-oxobutan-2-yl]carbamoyl-[2-[N-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]carbamoyl]anilino]ethyl]amino]ethyl]carbamoyl]amino]-3-methylpentanoate
  参考文献：
  名称：

  Triurea Derivatives of Diethylenetriamine as Potential Templates for the Formation of Artificial β-Sheets¹

  摘要：

  This paper describes synthetic and structural studies of triurea derivatives of an N,N ''-disubstituted diethylenetriamine. Diethylenetriamine triureas 1 (PhN(CONHR(1))CH2CH2N(CONHR(2))CH2CH2N(CONHR(3))CH2CH2CN; 2a, R(1) = R(2) = R(3) = Ph; 2b, R(1) = R(2) = R(3) = CH3; 2c, R(1) = (S)-CH(CH(2)Ph)CO2CH3 R(2) = (S)-CH(i-Pr)CO2CH3, R(3) = (S)-CH((S)-s-Bu)CO2CH3)) are efficiently prepared in five or six steps from N-phenylethylenediamine. Infrared spectroscopy, H-1 NMR spectroscopy, and X-ray crystallography indicate that triureas 1 adopt intramolecularly hydrogen-bonded conformations, both in chloroform solution and in the solid state. The three urea groups form a hydrogen-bonded network: The carbonyl group of urea NCONHR(1) is hydrogen bonded to the NH group of urea NCONHR(2), and the carbonyl group of urea NCONHR(2) is hydrogen bonded to the NH group of urea NCONHR(3). The three R groups are aligned along the triurea backbone, pointing in roughly the same direction, like three fingers on a hand. Molecular modeling suggests that the triurea backbone will be a suitable template for the creation of artificial beta-sheets. When molecular mechanics energy minimization calculations are performed upon a triurea bearing three N-terminally linked peptide strands, a parallel beta-sheet is formed.

  DOI：

  10.1021/ja9536072
• 作为产物：
  描述：

  N-苯基乙二胺 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 84.75h， 生成
  参考文献：
  名称：

  Triurea Derivatives of Diethylenetriamine as Potential Templates for the Formation of Artificial β-Sheets¹

  摘要：

  This paper describes synthetic and structural studies of triurea derivatives of an N,N ''-disubstituted diethylenetriamine. Diethylenetriamine triureas 1 (PhN(CONHR(1))CH2CH2N(CONHR(2))CH2CH2N(CONHR(3))CH2CH2CN; 2a, R(1) = R(2) = R(3) = Ph; 2b, R(1) = R(2) = R(3) = CH3; 2c, R(1) = (S)-CH(CH(2)Ph)CO2CH3 R(2) = (S)-CH(i-Pr)CO2CH3, R(3) = (S)-CH((S)-s-Bu)CO2CH3)) are efficiently prepared in five or six steps from N-phenylethylenediamine. Infrared spectroscopy, H-1 NMR spectroscopy, and X-ray crystallography indicate that triureas 1 adopt intramolecularly hydrogen-bonded conformations, both in chloroform solution and in the solid state. The three urea groups form a hydrogen-bonded network: The carbonyl group of urea NCONHR(1) is hydrogen bonded to the NH group of urea NCONHR(2), and the carbonyl group of urea NCONHR(2) is hydrogen bonded to the NH group of urea NCONHR(3). The three R groups are aligned along the triurea backbone, pointing in roughly the same direction, like three fingers on a hand. Molecular modeling suggests that the triurea backbone will be a suitable template for the creation of artificial beta-sheets. When molecular mechanics energy minimization calculations are performed upon a triurea bearing three N-terminally linked peptide strands, a parallel beta-sheet is formed.

  DOI：

  10.1021/ja9536072