(2S,3S,4S)-2-amino-1-<<(benzyloxy)carbonyl>ethylamino>-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-3-<(methoxyethoxy)methoxy>pentane | 122225-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3S,4S)-2-amino-1-<<(benzyloxy)carbonyl>ethylamino>-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-3-<(methoxyethoxy)methoxy>pentane
• 英文别名: (2S,3S,4S)-2-amino-1-{[(benzyloxy)carbonyl]ethylamino}-4-{[(tert-butyloxy)carbonyl]amino}-5-cyclohexyl-3-[(methoxyethoxy)methoxy]pentane
• CAS: 122225-98-3；127308-27-4
• 化学式: C₃₀H₅₁N₃O₇
• 分子量: 565.751
• InChiKey: LVMNVPLIZCWQAQ-QKDODKLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  40.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  121.58
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S)-2-amino-1-<<(benzyloxy)carbonyl>ethylamino>-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-3-<(methoxyethoxy)methoxy>pentane 在 palladium on activated charcoal 氢气 、 溶剂黄146 作用下， 反应 23.0h， 生成 (2S,3S,4S)-2-amino-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-1-(ethylamino)-3-<(methoxyethoxy)methoxy>pentane
  参考文献：
  名称：

  Potent, low molecular weight renin inhibitors containing a C-terminal heterocycle: hydrogen bonding at the active site

  摘要：

  A series of low-nanomolar renin inhibitors containing novel C-terminal heterocycles has been designed by formally cyclizing the C-terminus of a glycol-based inhibitor to the second hydroxyl. Molecular modeling suggests that the heterocyclic oxygen hydrogen bonds as an acceptor to the flap region of renin and that the second hydroxyl in the glycol-based inhibitors behaves similarly.

  DOI：

  10.1021/jm00168a009
• 作为产物：
  描述：

  tert-butyl N-[(2S,3R)-1-cyclohexyl-5-(ethylamino)-4-hydroxy-3-(2-methoxyethoxymethoxy)pentan-2-yl]carbamate 在 1,3-丙二硫醇 、 sodium azide 、 硫酸 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 95.75h， 生成 (2S,3S,4S)-2-amino-1-<<(benzyloxy)carbonyl>ethylamino>-4-<<(tert-butyloxy)carbonyl>amino>-5-cyclohexyl-3-<(methoxyethoxy)methoxy>pentane
  参考文献：
  名称：

  Potent, low molecular weight renin inhibitors containing a C-terminal heterocycle: hydrogen bonding at the active site

  摘要：

  A series of low-nanomolar renin inhibitors containing novel C-terminal heterocycles has been designed by formally cyclizing the C-terminus of a glycol-based inhibitor to the second hydroxyl. Molecular modeling suggests that the heterocyclic oxygen hydrogen bonds as an acceptor to the flap region of renin and that the second hydroxyl in the glycol-based inhibitors behaves similarly.

  DOI：

  10.1021/jm00168a009