(3R)-4-[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]-3-[[hydroxy(phenylmethoxy)methylidene]amino]-N-[1-methyl-2-[[1-methyl-5-[[1-methyl-5-[[1-methyl-5-(2,3,4,5,6-pentafluorophenoxy)carbonylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]imidazol-4-yl]butanimidic acid | 1180012-05-8

• 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: (3R)-4-[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]-3-[[hydroxy(phenylmethoxy)methylidene]amino]-N-[1-methyl-2-[[1-methyl-5-[[1-methyl-5-[[1-methyl-5-(2,3,4,5,6-pentafluorophenoxy)carbonylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]imidazol-4-yl]butanimidic acid
• CAS: 1180012-05-8
• 化学式: C₄₆H₄₆F₅N₁₁O₁₀
• 分子量: 1007.93
• InChiKey: NLVCGCYTFOWBBU-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  72
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  262
• 氢给体数：
  6
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  (3R)-4-[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]-3-[[hydroxy(phenylmethoxy)methylidene]amino]-N-[1-methyl-2-[[1-methyl-5-[[1-methyl-5-[[1-methyl-5-(2,3,4,5,6-pentafluorophenoxy)carbonylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]imidazol-4-yl]butanimidic acid 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 perfluorophenyl (R)-4-(4-(4-(4-(4-amino-3-(((benzyloxy)carbonyl)amino)butanamido)-1-methyl-1H-imidazole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxamido)-1-methyl-1H-pyrrole-2-carboxylate 2,2,2-trifluoroacetate
  参考文献：
  名称：

  Oligomerization Route to Py−Im Polyamide Macrocycles

  摘要：

  Cyclic eight-ring pyrrole-imidazole polyamides are sequence-specific DNA-binding small molecules that are cell permeable and can regulate endogenous gene expression. Syntheses of cyclic polyamides have been achieved by solid-phase and solution-phase methods. A rapid solution-phase oligomerization approach to eight-ring symmetrical cyclic polyamides yields 12- and 16-membered macrocycles as well. A preference for DNA binding by the 8- and 16-membered oligomers was observed over the 12-ring macrocycle, which we attributed to a conformational constraint not present in the smaller and larger systems.

  DOI：

  10.1021/ol901311m
• 作为产物：
  描述：

  五氟苯酚 、 BocHN-(R)β-CbzHNγ-ImPyPyPy-CO2H 在 N,N'-二环己基碳二亚胺 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.75h， 以71%的产率得到(3R)-4-[[hydroxy-[(2-methylpropan-2-yl)oxy]methylidene]amino]-3-[[hydroxy(phenylmethoxy)methylidene]amino]-N-[1-methyl-2-[[1-methyl-5-[[1-methyl-5-[[1-methyl-5-(2,3,4,5,6-pentafluorophenoxy)carbonylpyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]pyrrol-3-yl]carbamoyl]imidazol-4-yl]butanimidic acid
  参考文献：
  名称：

  Oligomerization Route to Py−Im Polyamide Macrocycles

  摘要：

  Cyclic eight-ring pyrrole-imidazole polyamides are sequence-specific DNA-binding small molecules that are cell permeable and can regulate endogenous gene expression. Syntheses of cyclic polyamides have been achieved by solid-phase and solution-phase methods. A rapid solution-phase oligomerization approach to eight-ring symmetrical cyclic polyamides yields 12- and 16-membered macrocycles as well. A preference for DNA binding by the 8- and 16-membered oligomers was observed over the 12-ring macrocycle, which we attributed to a conformational constraint not present in the smaller and larger systems.

  DOI：

  10.1021/ol901311m