(6S,8R)-1-Chloro-4-oxo-8-(3-phenyl-propyl)-3-(3-trifluoromethyl-benzylamino)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid | 359028-92-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (6S,8R)-1-Chloro-4-oxo-8-(3-phenyl-propyl)-3-(3-trifluoromethyl-benzylamino)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid
• 英文别名: (6S,8R)-1-chloro-4-oxo-8-(3-phenylpropyl)-3-[[3-(trifluoromethyl)phenyl]methylamino]-7,8-dihydro-6H-pyrrolo[1,2-a]pyrazine-6-carboxylic acid
• CAS: 359028-92-5
• 化学式: C₂₅H₂₃ClF₃N₃O₃
• 分子量: 505.924
• InChiKey: DQFRIDKYODZACY-MJGOQNOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  82
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-1-((1R,2R,6S,8R)-2,9,9-Trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-but-3-enylamine; hydrochloride 、 (6S,8R)-1-Chloro-4-oxo-8-(3-phenyl-propyl)-3-(3-trifluoromethyl-benzylamino)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (6S,8R)-1-Chloro-4-oxo-8-(3-phenyl-propyl)-3-(3-trifluoromethyl-benzylamino)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(R)-1-((1R,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-but-3-enyl]-amide
  参考文献：
  名称：

  Design and Synthesis of Potent, Non-peptide Inhibitors of HCV NS3 Protease

  摘要：

  Starting from a hexapeptide boronic acid lead, 3-amino bicyclic pyrazinones as novel beta-sheet dipeptide mimetics have been designed and synthesized. Side-chain manipulation of this scaffold generated a series of potent, nonpeptidic inhibitors of HCV NS3 protease. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00032-5
• 作为产物：
  描述：

  (2S,4R)-5-Cyano-4-(3-phenyl-propyl)-pyrrolidine-2-carboxylic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 乙酸乙酯 、 甲苯 为溶剂， 生成 (6S,8R)-1-Chloro-4-oxo-8-(3-phenyl-propyl)-3-(3-trifluoromethyl-benzylamino)-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid
  参考文献：
  名称：

  Design and Synthesis of Potent, Non-peptide Inhibitors of HCV NS3 Protease

  摘要：

  Starting from a hexapeptide boronic acid lead, 3-amino bicyclic pyrazinones as novel beta-sheet dipeptide mimetics have been designed and synthesized. Side-chain manipulation of this scaffold generated a series of potent, nonpeptidic inhibitors of HCV NS3 protease. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00032-5