((S)-1-{(1R,3S,4S)-3-[1-(Carbamoyl-hydroxy-methyl)-butylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester | 879327-26-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: ((S)-1-{(1R,3S,4S)-3-[1-(Carbamoyl-hydroxy-methyl)-butylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester
• CAS: 879327-26-1
• 化学式: C₂₄H₄₂N₄O₆
• 分子量: 482.621
• InChiKey: WTGZDAQZMUSJEL-XJNFIJBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  151.06
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(1R,3S,4S)-3-[1-(Carbamoyl-hydroxy-methyl)-butylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester 在 二氯乙酸 、 二甲基亚砜 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Novel inhibitors of hepatitis C NS3–NS4A serine protease derived from 2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid

  摘要：

  Prolonged hepatitis C infection is the leading cause for cirrhosis of the liver and hepatocellular carcinoma. The etiological agent HCV virus codes a single polyprotein of similar to 3000 amino acids that is processed with the help of a serine protease NS3A to produce structural and non-structural proteins required for viral replication. Inhibition of NS3 protease can potentially be used to develop drugs for treatment of HCV infections. Herein, we report the development of a series of novel NS3 serine protease inhibitors derived from 2-aza-bicyclo[2.2.1]-heptane carboxylic acid with potential therapeutic use for treatment of HCV infections. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.046
• 作为产物：
  描述：

  (1R,3S,4S)-2-氮杂双环[2.2.1]庚烷-3-羧酸乙酯 在 N-甲基吗啉 、 lithium hydroxide 、 1-羟基苯并三唑 、 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 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 ((S)-1-{(1R,3S,4S)-3-[1-(Carbamoyl-hydroxy-methyl)-butylcarbamoyl]-2-aza-bicyclo[2.2.1]heptane-2-carbonyl}-2,2-dimethyl-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Novel inhibitors of hepatitis C NS3–NS4A serine protease derived from 2-aza-bicyclo[2.2.1]heptane-3-carboxylic acid

  摘要：

  Prolonged hepatitis C infection is the leading cause for cirrhosis of the liver and hepatocellular carcinoma. The etiological agent HCV virus codes a single polyprotein of similar to 3000 amino acids that is processed with the help of a serine protease NS3A to produce structural and non-structural proteins required for viral replication. Inhibition of NS3 protease can potentially be used to develop drugs for treatment of HCV infections. Herein, we report the development of a series of novel NS3 serine protease inhibitors derived from 2-aza-bicyclo[2.2.1]-heptane carboxylic acid with potential therapeutic use for treatment of HCV infections. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.046