(6S,8aS)-4-Oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-[4-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-(1-methyl-1H-tetrazol-5-yl)-2-oxo-ethyl]-amide | 908142-56-3

• 分子结构分类: 有机化合物
• 英文名称: (6S,8aS)-4-Oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-[4-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-(1-methyl-1H-tetrazol-5-yl)-2-oxo-ethyl]-amide
• CAS: 908142-56-3
• 化学式: C₃₅H₄₆N₈O₈S₂
• 分子量: 770.931
• InChiKey: IKELIZOQGTWJMH-RIOXTBHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  202.86
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 (6S,8aS)-4-Oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-[4-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-(1-methyl-1H-tetrazol-5-yl)-2-oxo-ethyl]-amide 在 甲烷磺酸 、 茴香硫醚 作用下， 以73%的产率得到(6S,8aS)-4-Oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-(4-amino-cyclohexyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-oxo-ethyl]-amide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin. Part 4: transition state inhibitors

  摘要：

  Bicyclic piperazinone based thrombin inhibitors of general structure 2 were prepared and evaluated in vitro and in vivo. These inhibitors, having in common an electrophilic basic trans-cyclohexylamine P-1 residue, displayed high thrombin affinity, high selectivity against trypsin and good in vivo efficacy in the rat arterial thrombosis model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00636-3
• 作为产物：
  描述：

  [(S)-2-Hydroxy-1-[4-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-(1-methyl-1H-tetrazol-5-yl)-ethyl]-carbamic acid tert-butyl ester 在 N-甲基吗啉 、 盐酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (6S,8aS)-4-Oxo-2-phenylmethanesulfonyl-octahydro-pyrrolo[1,2-a]pyrazine-6-carboxylic acid [(S)-1-[4-(4-methoxy-2,3,6-trimethyl-benzenesulfonylamino)-cyclohexyl]-2-(1-methyl-1H-tetrazol-5-yl)-2-oxo-ethyl]-amide
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin. Part 4: transition state inhibitors

  摘要：

  Bicyclic piperazinone based thrombin inhibitors of general structure 2 were prepared and evaluated in vitro and in vivo. These inhibitors, having in common an electrophilic basic trans-cyclohexylamine P-1 residue, displayed high thrombin affinity, high selectivity against trypsin and good in vivo efficacy in the rat arterial thrombosis model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00636-3