(S)-2-(4-(((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanoic acid | 1353622-57-7

• 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-(4-(((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanoic acid
• CAS: 1353622-57-7
• 化学式: C₂₀H₃₅N₅O₅
• 分子量: 425.528
• InChiKey: ZCIIAHCWCNNWNE-HOTGVXAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  135.44
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(4-(((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanoic acid 在 N-甲基吗啉 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 13.75h， 生成 (S)-2-(4-(((S)-2-(4-(((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanoic acid
  参考文献：
  名称：

  Head-to-Tail Dimerization and Organogelating Properties of Click Peptidomimetics

  摘要：

  Click triazole-based ollgopeptides 1-3 were found to self-dimerize (K-dim approximate to 10-680 M-1) In a head-to-tail fashion based on H-1 variable concentration, 2D, and HID exchange NMR, VPO, CD, FT-IR studies and Gaussian 03 simulations. The dimerization constant K-dim was shown to increase with increasing number of the amino acid units. Within the same oligomeric series, the K-dim, value is strongly affected by the size of the C-terminal end group. The tripeptides 2 are also excellent organogelators of aromatic solvents.

  DOI：

  10.1021/ol2031685
• 作为产物：
  描述：

  Boc-Leu-propargylamine 、 (2S)-2-azido-4-methylpentanoic acid 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以92%的产率得到(S)-2-(4-(((S)-2-((tert-butoxycarbonyl)amino)-4-methylpentanamido)methyl)-1H-1,2,3-triazol-1-yl)-4-methylpentanoic acid
  参考文献：
  名称：

  Head-to-Tail Dimerization and Organogelating Properties of Click Peptidomimetics

  摘要：

  Click triazole-based ollgopeptides 1-3 were found to self-dimerize (K-dim approximate to 10-680 M-1) In a head-to-tail fashion based on H-1 variable concentration, 2D, and HID exchange NMR, VPO, CD, FT-IR studies and Gaussian 03 simulations. The dimerization constant K-dim was shown to increase with increasing number of the amino acid units. Within the same oligomeric series, the K-dim, value is strongly affected by the size of the C-terminal end group. The tripeptides 2 are also excellent organogelators of aromatic solvents.

  DOI：

  10.1021/ol2031685