(1S,3aR,6aS)-2-{(S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyrylamino]-3-methyl-butyryl}-4,4-difluoro-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid (1-cyclopropylaminooxalyl-butyl)-amide | 669082-26-2

• 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,3aR,6aS)-2-{(S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyrylamino]-3-methyl-butyryl}-4,4-difluoro-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid (1-cyclopropylaminooxalyl-butyl)-amide
• CAS: 669082-26-2
• 化学式: C₃₃H₅₆F₂N₄O₆Si
• 分子量: 670.913
• InChiKey: MBKQXEXOKHQYBO-APUGPRRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  46.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  133.91
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1S,3aR,6aS)-2-{(S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyrylamino]-3-methyl-butyryl}-4,4-difluoro-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid (1-cyclopropylaminooxalyl-butyl)-amide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(1S,3aR,6aS)-4,4-Difluoro-2-[(S)-2-((S)-2-hydroxy-3-methyl-butyrylamino)-3-methyl-butyryl]-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid (1-cyclopropylaminooxalyl-butyl)-amide
  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
• 作为产物：
  描述：

  (1S,3aR,6aS)-4,4-Difluoro-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester 在 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 (1S,3aR,6aS)-2-{(S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-butyrylamino]-3-methyl-butyryl}-4,4-difluoro-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid (1-cyclopropylaminooxalyl-butyl)-amide
  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