(1S,3aR,6aS)-2-((S)-2-Isopropoxycarbonylamino-3-methyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester | 628729-06-6

• 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,3aR,6aS)-2-((S)-2-Isopropoxycarbonylamino-3-methyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester
• CAS: 628729-06-6
• 化学式: C₁₉H₃₂N₂O₅
• 分子量: 368.473
• InChiKey: PHFUSZTUMOBTIL-VGWMRTNUSA-N

物化性质

• 沸点：
  502.7±35.0 °C(predicted)
• 密度：
  1.122±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,3aR,6aS)-2-((S)-2-Isopropoxycarbonylamino-3-methyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以85%的产率得到(1S,3aR,6aS)-2-((S)-2-Isopropoxycarbonylamino-3-methyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid
  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：

  在 palladium dihydroxide N-羟基-7-氮杂苯并三氮唑 、 偶氮二异丁腈 、 氢气 、 三正丁基氢锡 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 生成 (1S,3aR,6aS)-2-((S)-2-Isopropoxycarbonylamino-3-methyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester
  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

文献信息

• Novel P4 truncated tripeptidyl α-ketoamides as HCV protease inhibitors
  作者：Jason Lamar、Frantz Victor、Nancy Snyder、Robert B. Johnson、Q.May Wang、John I. Glass、Shu-Hui Chen

  DOI：10.1016/j.bmcl.2003.09.076

  日期：2004.1

  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.