(3S)-3-[[2-[1-amino-2-(1H-indol-3-yl)ethyl]-5-butyl-1,4-dihydroimidazole-5-carbonyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid | 134915-96-1

• 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
• 英文名称: (3S)-3-[[2-[1-amino-2-(1H-indol-3-yl)ethyl]-5-butyl-1,4-dihydroimidazole-5-carbonyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• CAS: 134915-96-1；135027-70-2；135027-71-3；135027-72-4
• 化学式: C₃₁H₃₉N₇O₅
• 分子量: 589.695
• InChiKey: COIQNXJVFIFILB-ZITCBCIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  43.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  204.79
• 氢给体数：
  7.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  perfluorophenyl 2-((tert-butoxycarbonyl)amino)acetate 、 (3S)-3-[[2-[1-amino-2-(1H-indol-3-yl)ethyl]-5-butyl-1,4-dihydroimidazole-5-carbonyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid 在 三乙胺 、 三氟乙酸 作用下， 生成 (3S)-3-[[2-[1-[(2-aminoacetyl)amino]-2-(1H-indol-3-yl)ethyl]-5-butyl-1,4-dihydroimidazole-5-carbonyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
  参考文献：
  名称：

  Amide bond replacements : incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative.

  摘要：

  Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.

  DOI：

  10.1016/s0040-4039(00)79701-2
• 作为产物：
  描述：

  methyl (RS)-2-amino-2-aminomethylhexanoate 生成 (3S)-3-[[2-[1-amino-2-(1H-indol-3-yl)ethyl]-5-butyl-1,4-dihydroimidazole-5-carbonyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
  参考文献：
  名称：

  Amide bond replacements : incorporation of a 2,5,5-trisubstituted imidazoline into dipeptides and into a CCK-4 derivative.

  摘要：

  Synthetic methodology for the introduction of a 2,5,5-trisubstituted imidazoline ring as an amide replacement into dipeptide derivatives of Phe, Trp, Lys (N-epsilon-CBZ) and Nle is described. This replacement is also incorporated into the Trp-Nle bond of the tetrapeptide CCK-4 derivative Trp-Nle-Asp-Phe-NH2 and the pentagastrin derivative Gly-Trp-Nle-Asp-Phe-NH2.

  DOI：

  10.1016/s0040-4039(00)79701-2