<2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide | 138606-68-5

• 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: <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
• 英文别名: <2-benzyl-3-(tert-butylsulfonyl)propionyl>-N^im-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide；[2-benzyl-3-(tert-butylsulfonyl)propionyl]-N^im-(2,4-dinitrophenyl)histidyl ((2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl)amide
• CAS: 138606-68-5
• 化学式: C₄₅H₆₂N₆O₁₃S
• 分子量: 927.086
• InChiKey: XIXRGALBUSMJQO-UWNBMXGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  65.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  253.59
• 氢给体数：
  3.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide 在 苯硫酚 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以47%的产率得到<2-benzyl-3-(tert-butylsulfonyl)propionyl>histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
  参考文献：
  名称：

  Renin inhibitory pentols showing improved enteral bioavailability

  摘要：

  Incorporation of a C-terminal pentahydroxy functionality led to potent, low molecular weight hydrophilic renin inhibitors lacking the P1' side chain. As these compounds are easy to synthesize and have sufficient water solubility, they were chosen for further study. Compound 33 was transported across rabbit intestinal brush border membrane vesicles and yielded a hypotensive effect in sodium-depleted rhesus monkeys which lasted for 90 min when dosed at 2 mg/kg id.

  DOI：

  10.1021/jm00081a019
• 作为产物：
  描述：

  溴甲基环己烷 在 palladium on activated charcoal N-乙基哌啶 、 ammonium formate 、 三甲基乙酰氯 、 lithium 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 47.17h， 生成 <2-benzyl-3-(tert-butylsulfonyl)propionyl>-Nim-(2,4-dinitrophenyl)histidyl <(2S,3R,4R,5R,6R)-1-cyclohexyl-3,4:6,7-di-O-isopropylidene-3,4,5,6,7-pentahydroxyhept-2-yl>amide
  参考文献：
  名称：

  Renin inhibitory pentols showing improved enteral bioavailability

  摘要：

  Incorporation of a C-terminal pentahydroxy functionality led to potent, low molecular weight hydrophilic renin inhibitors lacking the P1' side chain. As these compounds are easy to synthesize and have sufficient water solubility, they were chosen for further study. Compound 33 was transported across rabbit intestinal brush border membrane vesicles and yielded a hypotensive effect in sodium-depleted rhesus monkeys which lasted for 90 min when dosed at 2 mg/kg id.

  DOI：

  10.1021/jm00081a019