[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(3-methyl-butylamino)-butyl]-carbamic acid tert-butyl ester | 108868-94-6

• 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: [(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(3-methyl-butylamino)-butyl]-carbamic acid tert-butyl ester
• CAS: 108868-94-6
• 化学式: C₂₁H₄₂N₂O₃
• 分子量: 370.576
• InChiKey: PDPRTMQOLGLQEJ-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  70.59
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(3-methyl-butylamino)-butyl]-carbamic acid tert-butyl ester 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 75.0h， 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：

  2-甲基-2-丙基[(2S)-1-环己基-3-氧代-2-丙基]氨基甲酸酯 在 镍 5A molecular sieve 、 氨 、 氢气 、 sodium cyanoborohydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， -78.0 ℃ 、303.98 kPa 条件下， 反应 24.92h， 生成 [(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(3-methyl-butylamino)-butyl]-carbamic acid tert-butyl ester
  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