methyl N-[(2S)-1-[(2S,4S)-4-azido-2-[5-[4-[4-[2-[(2S,4S)-4-azido-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate | 1388224-12-1

• 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: methyl N-[(2S)-1-[(2S,4S)-4-azido-2-[5-[4-[4-[2-[(2S,4S)-4-azido-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
• CAS: 1388224-12-1
• 化学式: C₄₀H₄₈N₁₄O₆
• 分子量: 820.911
• InChiKey: LKXSZAHVTWPWTM-QKOMDDCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  60
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  203
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methyl N-[(2S)-1-[(2S,4S)-4-azido-2-[5-[4-[4-[2-[(2S,4S)-4-azido-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到methyl N-[(2S)-1-[(2S,4S)-4-azido-2-[4-[4-[4-[2-[(2S,4S)-4-azido-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-5-bromo-1H-imidazol-4-yl]phenyl]phenyl]-5-bromo-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Synthesis and evaluation of novel potent HCV NS5A inhibitors

  摘要：

  Judicious modifications to the structure of the previously reported HCV NS5A inhibitor 1, resulted in more potent anti-HCV compounds with similar and in some cases improved toxicity profiles. The synthesis of 19 new NS5A inhibitors is reported along with their ability to block HCV replication in an HCV 1b replicon system. For the most potent compounds chemical stability, stability in liver microsomes and inhibition of relevant CYP450 enzymes is also presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.039
• 作为产物：
  描述：

  、 MOC-L-缬氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 生成 methyl N-[(2S)-1-[(2S,4S)-4-azido-2-[5-[4-[4-[2-[(2S,4S)-4-azido-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Synthesis and evaluation of novel potent HCV NS5A inhibitors

  摘要：

  Judicious modifications to the structure of the previously reported HCV NS5A inhibitor 1, resulted in more potent anti-HCV compounds with similar and in some cases improved toxicity profiles. The synthesis of 19 new NS5A inhibitors is reported along with their ability to block HCV replication in an HCV 1b replicon system. For the most potent compounds chemical stability, stability in liver microsomes and inhibition of relevant CYP450 enzymes is also presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.039

文献信息

• Synthesis and evaluation of novel potent HCV NS5A inhibitors
  作者：Hongwang Zhang、Longhu Zhou、Franck Amblard、Junxing Shi、Drew R. Bobeck、Sijia Tao、Tamara R. McBrayer、Phillip M. Tharnish、Tony Whitaker、Steven J. Coats、Raymond F. Schinazi

  DOI：10.1016/j.bmcl.2012.05.039

  日期：2012.7

  Judicious modifications to the structure of the previously reported HCV NS5A inhibitor 1, resulted in more potent anti-HCV compounds with similar and in some cases improved toxicity profiles. The synthesis of 19 new NS5A inhibitors is reported along with their ability to block HCV replication in an HCV 1b replicon system. For the most potent compounds chemical stability, stability in liver microsomes and inhibition of relevant CYP450 enzymes is also presented. (C) 2012 Elsevier Ltd. All rights reserved.