(2S,3S)-1-<<(2-methylpropyl)carbonyl>amino>-2-hydroxy-3-<(tert-butyloxycarbonyl)amino>-4-cyclohexylbutane | 108868-57-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2S,3S)-1-<<(2-methylpropyl)carbonyl>amino>-2-hydroxy-3-<(tert-butyloxycarbonyl)amino>-4-cyclohexylbutane
• CAS: 108868-57-1
• 化学式: C₂₀H₃₈N₂O₄
• 分子量: 370.533
• InChiKey: UKWGORSRVNLQRO-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  87.66
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S,3S)-1-<<(2-methylpropyl)carbonyl>amino>-2-hydroxy-3-<(tert-butyloxycarbonyl)amino>-4-cyclohexylbutane 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Novel renin inhibitors containing analogs of statine retro-inverted at the C-termini. Specificity at the P2 histidine site

  摘要：

  Substituted 1,3- and 1,4-diamines were prepared from epoxides derived from Boc-leucine or Boc-cyclohexylalanine. These diamines were incorporated into renin inhibitors (IC50 = 4-1500 nM) replacing the Leu-Val scissile bond in small peptide analogues of angiotensinogen. Replacement of the P2 histidine imidazole with other heterocycles maintained or enhanced binding while changing the overall basicity of the inhibitor. Finally, substitution of O-methyltyrosine for the P3 phenylalanine suppressed chymotrypsin cleavage of the P3-P2 bond.

  DOI：

  10.1021/jm00390a018
• 作为产物：
  描述：

  (2S,3S)-1-amino-2-hydroxy-3-<(tert-butyloxycarbonyl)amino>-4-cyclohexylbutane acetic acid salt 、 异戊酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以96%的产率得到(2S,3S)-1-<<(2-methylpropyl)carbonyl>amino>-2-hydroxy-3-<(tert-butyloxycarbonyl)amino>-4-cyclohexylbutane
  参考文献：
  名称：

  Novel renin inhibitors containing analogs of statine retro-inverted at the C-termini. Specificity at the P2 histidine site

  摘要：

  Substituted 1,3- and 1,4-diamines were prepared from epoxides derived from Boc-leucine or Boc-cyclohexylalanine. These diamines were incorporated into renin inhibitors (IC50 = 4-1500 nM) replacing the Leu-Val scissile bond in small peptide analogues of angiotensinogen. Replacement of the P2 histidine imidazole with other heterocycles maintained or enhanced binding while changing the overall basicity of the inhibitor. Finally, substitution of O-methyltyrosine for the P3 phenylalanine suppressed chymotrypsin cleavage of the P3-P2 bond.

  DOI：

  10.1021/jm00390a018