(S)-2-(Bis-ethoxycarbonylmethyl-amino)-6-{[5-(tert-butoxycarbonylamino-methyl)-3-methoxy-4-methyl-1H-pyrrole-2-carbonyl]-amino}-hexanoic acid methyl ester | 859500-44-0

• 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: (S)-2-(Bis-ethoxycarbonylmethyl-amino)-6-{[5-(tert-butoxycarbonylamino-methyl)-3-methoxy-4-methyl-1H-pyrrole-2-carbonyl]-amino}-hexanoic acid methyl ester
• 英文别名: methyl (2S)-2-[bis(2-ethoxy-2-oxoethyl)amino]-6-[[3-methoxy-4-methyl-5-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-1H-pyrrole-2-carbonyl]amino]hexanoate
• CAS: 859500-44-0
• 化学式: C₂₈H₄₆N₄O₁₀
• 分子量: 598.694
• InChiKey: MDJUEKRBBGHAIF-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  42
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  175
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (S)-2-(Bis-ethoxycarbonylmethyl-amino)-6-{[5-(tert-butoxycarbonylamino-methyl)-3-methoxy-4-methyl-1H-pyrrole-2-carbonyl]-amino}-hexanoic acid methyl ester 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 1.5h， 以100%的产率得到(S)-6-[(5-Aminomethyl-3-methoxy-4-methyl-1H-pyrrole-2-carbonyl)-amino]-2-(bis-ethoxycarbonylmethyl-amino)-hexanoic acid methyl ester; hydrochloride
  参考文献：
  名称：

  Enhanced Peptide β-Sheet Affinity by Metal to Ligand Coordination

  摘要：

  A histidine-coordinating metal complex substituted with methoxypyrrole amino acids (MOPAS) as a peptide beta-sheet binder shows high affinity for a H(2)N-His-Leu-Leu-Val-Phe-OMe pentapeptide in DMSO solution. Within the complex, a beta-sheet conformation is induced into the pentapeptide by weak intra-assembly interactions with the MOPAS units.

  DOI：

  10.1021/jo0502908
• 作为产物：
  描述：

  (S)-6-Amino-2-(bis-ethoxycarbonylmethyl-amino)-hexanoic acid methyl ester 、 benzotriazol-1-yl 5-(tert-butoxycarbonylaminomethyl)-3-methoxy-4-methyl-1H-pyrrole-2-carboxylate 在 二乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以60%的产率得到(S)-2-(Bis-ethoxycarbonylmethyl-amino)-6-{[5-(tert-butoxycarbonylamino-methyl)-3-methoxy-4-methyl-1H-pyrrole-2-carbonyl]-amino}-hexanoic acid methyl ester
  参考文献：
  名称：

  Enhanced Peptide β-Sheet Affinity by Metal to Ligand Coordination

  摘要：

  A histidine-coordinating metal complex substituted with methoxypyrrole amino acids (MOPAS) as a peptide beta-sheet binder shows high affinity for a H(2)N-His-Leu-Leu-Val-Phe-OMe pentapeptide in DMSO solution. Within the complex, a beta-sheet conformation is induced into the pentapeptide by weak intra-assembly interactions with the MOPAS units.

  DOI：

  10.1021/jo0502908

文献信息

• Enhanced Peptide β-Sheet Affinity by Metal to Ligand Coordination
  作者：Michael Kruppa、Christoph Bonauer、Veronika Michlová、Burkhard König

  DOI：10.1021/jo0502908

  日期：2005.6.1

  A histidine-coordinating metal complex substituted with methoxypyrrole amino acids (MOPAS) as a peptide beta-sheet binder shows high affinity for a H(2)N-His-Leu-Leu-Val-Phe-OMe pentapeptide in DMSO solution. Within the complex, a beta-sheet conformation is induced into the pentapeptide by weak intra-assembly interactions with the MOPAS units.