(2S,4R)-2-{(S)-1-[2-(4-tert-Butoxycarbonyl-2,6-difluoro-phenyl)-ethylcarbamoyl]-3,3-difluoro-propylcarbamoyl}-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester | 607403-50-9

• 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: (2S,4R)-2-{(S)-1-[2-(4-tert-Butoxycarbonyl-2,6-difluoro-phenyl)-ethylcarbamoyl]-3,3-difluoro-propylcarbamoyl}-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS: 607403-50-9
• 化学式: C₄₃H₄₈F₄N₄O₈
• 分子量: 824.87
• InChiKey: OGQJQNYXFJFCTQ-IWRCCSPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  59.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  145.39
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (2S,4R)-2-{(S)-1-[2-(4-tert-Butoxycarbonyl-2,6-difluoro-phenyl)-ethylcarbamoyl]-3,3-difluoro-propylcarbamoyl}-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Novel, potent phenethylamide inhibitors of the hepatitis C virus (HCV) NS3 protease: probing the role of P2 aryloxyprolines with hybrid structures

  摘要：

  Synthesis of hybrid HCV NS3 protease/NS4A inhibitors having the 4,4-difluoroaminobutyric acid (difluoroAbu) phenethylamides as P1-P1' and quinolyloxyprolines as P2 fragments led to 7 (IC50 54 nM). Molecular modelling suggests that this potent tripeptide inhibitor utilizes interactions in the S1', S1, S2, S3 and S4 sites of the protease. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00536-5
• 作为产物：
  描述：

  (S)-4,4-difluoro-2-aminobutyric acid 2,5-difluoro-4-t-butoxycarbonylphenethylamide 、 (2S,4R)-1-(tert-butoxycarbonyl)-4-(7-methoxy-2-phenylquinolin-4-yloxy)pyrrolidine-2-carboxylic acid 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(2S,4R)-2-{(S)-1-[2-(4-tert-Butoxycarbonyl-2,6-difluoro-phenyl)-ethylcarbamoyl]-3,3-difluoro-propylcarbamoyl}-4-(7-methoxy-2-phenyl-quinolin-4-yloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Novel, potent phenethylamide inhibitors of the hepatitis C virus (HCV) NS3 protease: probing the role of P2 aryloxyprolines with hybrid structures

  摘要：

  Synthesis of hybrid HCV NS3 protease/NS4A inhibitors having the 4,4-difluoroaminobutyric acid (difluoroAbu) phenethylamides as P1-P1' and quinolyloxyprolines as P2 fragments led to 7 (IC50 54 nM). Molecular modelling suggests that this potent tripeptide inhibitor utilizes interactions in the S1', S1, S2, S3 and S4 sites of the protease. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00536-5