[(S)-1-((1S,3aR,6aS)-1-{1-[Hydroxy-((S)-1-phenyl-ethylcarbamoyl)-methyl]-butylcarbamoyl}-hexahydro-cyclopenta[c]pyrrole-2-carbonyl)-2-methyl-propyl]-carbamic acid isopropyl ester | 628729-11-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: [(S)-1-((1S,3aR,6aS)-1-{1-[Hydroxy-((S)-1-phenyl-ethylcarbamoyl)-methyl]-butylcarbamoyl}-hexahydro-cyclopenta[c]pyrrole-2-carbonyl)-2-methyl-propyl]-carbamic acid isopropyl ester
• CAS: 628729-11-3
• 化学式: C₃₁H₄₈N₄O₆
• 分子量: 572.745
• InChiKey: XKITUUQCXHLHFJ-IUVWAUKSSA-N

物化性质

• 沸点：
  816.2±65.0 °C(predicted)
• 密度：
  1.155±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  41.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  137.07
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(S)-1-((1S,3aR,6aS)-1-{1-[Hydroxy-((S)-1-phenyl-ethylcarbamoyl)-methyl]-butylcarbamoyl}-hexahydro-cyclopenta[c]pyrrole-2-carbonyl)-2-methyl-propyl]-carbamic acid isopropyl ester 在 戴斯-马丁氧化剂 作用下， 以71%的产率得到propan-2-yl N-[(2S)-1-[(3S,3aS,6aR)-3-[[1,2-dioxo-1-[[(1S)-1-phenylethyl]amino]hexan-3-yl]carbamoyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-3-methyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Synthesis and evaluation of tripeptidyl α-Ketoamides as human rhinovirus 3C protease inhibitors

  摘要：

  We describe herein the synthesis and biological evaluation of a series of tripeptidyl alpha-ketoamides as human rhinovirus (HRV) 3C protease inhibitors. The most potent inhibitor discussed in this manuscript, 41, exhibited impressive enzyme inhibitory activity as well as antiviral activity against HRV-14. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00753-4
• 作为产物：
  描述：

  特拉匹伟/VX950中间体1 在 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 达卡巴嗪 作用下， 以 乙醇 为溶剂， 生成 [(S)-1-((1S,3aR,6aS)-1-{1-[Hydroxy-((S)-1-phenyl-ethylcarbamoyl)-methyl]-butylcarbamoyl}-hexahydro-cyclopenta[c]pyrrole-2-carbonyl)-2-methyl-propyl]-carbamic acid isopropyl ester
  参考文献：
  名称：

  Novel P4 truncated tripeptidyl α-ketoamides as HCV protease inhibitors

  摘要：

  We describe herein the synthesis and evaluation of two series of P-4 truncated tripeptidyl alpha-ketoamides as HCV serine protease inhibitors. The most promising compound disclosed in this communication 7b demonstrated enzyme binding affinity (K-i) at 0.27 uM. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.076