tert-butyl ((S)-1-((2S,4R)-2-((2-bromo-6-methylphenyl)carbamoyl)-4-((7-methoxy-2-phenylquinolin-4-yl)oxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate | 1028412-36-3

• 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: tert-butyl ((S)-1-((2S,4R)-2-((2-bromo-6-methylphenyl)carbamoyl)-4-((7-methoxy-2-phenylquinolin-4-yl)oxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
• CAS: 1028412-36-3
• 化学式: C₃₉H₄₅BrN₄O₆
• 分子量: 745.713
• InChiKey: ATWLGZYBLSZPNM-ZQZAUALESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  50.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  119.09
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  苯磺酰胺 、 hexacarbonyl molybdenum 、 tert-butyl ((S)-1-((2S,4R)-2-((2-bromo-6-methylphenyl)carbamoyl)-4-((7-methoxy-2-phenylquinolin-4-yl)oxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 以45%的产率得到tert-butyl N-[(2S)-1-[(2S,4R)-2-[[2-(benzenesulfonylcarbamoyl)-6-methylphenyl]carbamoyl]-4-(7-methoxy-2-phenylquinolin-4-yl)oxypyrrolidin-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]carbamate
  参考文献：
  名称：

  Hepatitis C virus NS3 protease inhibitors comprising a novel aromatic P1 moiety

  摘要：

  Inhibition of the hepatitis C virus (HCV) NS3 protease has emerged as an attractive approach to defeat the global hepatitis C epidemic. In this work, we present the synthesis and biochemical evaluation of HCV NS3 protease inhibitors comprising a non-natural aromatic P-1 moiety. A series of inhibitors with aminobenzoyl sulfonamides displaying submicromolar potencies in the full-length NS3 protease assay was prepared through a microwave-irradiated, palladium-catalyzed, amidocarbonylation protocol. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.041
• 作为产物：
  描述：

  2-溴-6-甲基苯胺 、 (2S,4R)-1-((S)-2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-2-carboxylic acid 在 吡啶 、 三氯氧磷 作用下， 以76%的产率得到tert-butyl ((S)-1-((2S,4R)-2-((2-bromo-6-methylphenyl)carbamoyl)-4-((7-methoxy-2-phenylquinolin-4-yl)oxy)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)carbamate
  参考文献：
  名称：

  Hepatitis C virus NS3 protease inhibitors comprising a novel aromatic P1 moiety

  摘要：

  Inhibition of the hepatitis C virus (HCV) NS3 protease has emerged as an attractive approach to defeat the global hepatitis C epidemic. In this work, we present the synthesis and biochemical evaluation of HCV NS3 protease inhibitors comprising a non-natural aromatic P-1 moiety. A series of inhibitors with aminobenzoyl sulfonamides displaying submicromolar potencies in the full-length NS3 protease assay was prepared through a microwave-irradiated, palladium-catalyzed, amidocarbonylation protocol. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.041