2-{(S)-1-[3,3-Difluoro-1-(hydroxy-methoxycarbonyl-methyl)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester | 852866-19-4

• 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: 2-{(S)-1-[3,3-Difluoro-1-(hydroxy-methoxycarbonyl-methyl)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
• CAS: 852866-19-4
• 化学式: C₂₆H₃₇F₂N₃O₇
• 分子量: 541.592
• InChiKey: BGJAPTOHYLGSTP-IVHGQQLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  134.27
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-{(S)-1-[3,3-Difluoro-1-(hydroxy-methoxycarbonyl-methyl)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 3.0h， 生成 3-({N-[(2,3-dihydro-1H-indol-2-yl)carbonyl]-L-leucyl}amino)-5,5-difluoro-2-oxopentanoic acid trifluoroacetate
  参考文献：
  名称：

  The Design and Enzyme-Bound Crystal Structure of Indoline Based Peptidomimetic Inhibitors of Hepatitis C Virus NS3 Protease

  摘要：

  The design of a series of peptidomimetic inhibitors of the hepatitis C virus NS3 protease is described. These inhibitors feature an indoline-2-carboxamide as a novel heterocyclic replacement for the P3 amino acid residue and N-terminal capping group of tripeptide based inhibitors. The crystal structure of the ternary NS3/NS4A/inhibitor complex for the most active molecule in this series highlights its suitability as an N-terminal capping group of a dipeptide inhibitor of the NS3 protease.

  DOI：

  10.1021/jm049435d
• 作为产物：
  描述：

  1-(叔丁氧基羰基)-2-吲哚啉羧酸 、 3-((S)-2-Amino-4-methyl-pentanoylamino)-5,5-difluoro-2-hydroxy-pentanoic acid methyl ester 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， 反应 36.0h， 以53%的产率得到2-{(S)-1-[3,3-Difluoro-1-(hydroxy-methoxycarbonyl-methyl)-propylcarbamoyl]-3-methyl-butylcarbamoyl}-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The Design and Enzyme-Bound Crystal Structure of Indoline Based Peptidomimetic Inhibitors of Hepatitis C Virus NS3 Protease

  摘要：

  The design of a series of peptidomimetic inhibitors of the hepatitis C virus NS3 protease is described. These inhibitors feature an indoline-2-carboxamide as a novel heterocyclic replacement for the P3 amino acid residue and N-terminal capping group of tripeptide based inhibitors. The crystal structure of the ternary NS3/NS4A/inhibitor complex for the most active molecule in this series highlights its suitability as an N-terminal capping group of a dipeptide inhibitor of the NS3 protease.

  DOI：

  10.1021/jm049435d