benzyl ((2S)-1-oxo-3-phenyl-1-((4,4,4-trifluoro-3-hydroxy-1-phenylbutan-2-yl)amino)propan-2-yl)carbamate | 1034140-70-9

• 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: benzyl ((2S)-1-oxo-3-phenyl-1-((4,4,4-trifluoro-3-hydroxy-1-phenylbutan-2-yl)amino)propan-2-yl)carbamate
• CAS: 1034140-70-9
• 化学式: C₂₇H₂₇F₃N₂O₄
• 分子量: 500.518
• InChiKey: PWQIEWMZXYMXSG-WLXPTCNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  36.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  87.66
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  benzyl ((2S)-1-oxo-3-phenyl-1-((4,4,4-trifluoro-3-hydroxy-1-phenylbutan-2-yl)amino)propan-2-yl)carbamate 在 戴斯-马丁氧化剂 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到[(S)-1-(1-Benzyl-3,3,3-trifluoro-2-oxo-propylcarbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Design, synthesis, and evaluation of trifluoromethyl ketones as inhibitors of SARS-CoV 3CL protease

  摘要：

  A series of trifluoromethyl ketones as SARS-CoV 3CL protease inhibitors was developed. The inhibitors were synthesized in four steps from commercially available compounds. Three different amino acids were explored in the P1-position and in the P2-P4 positions varying amino acids and long alkyl chain were incorporated. All inhibitors were evaluated in an in vitro assay using purified enzyme and fluorogenic substrate peptide. One of the inhibitors showed a time-dependent inhibition, with a K-i value of 0.3 mu M after 4 h incubation. (c) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.02.040
• 作为产物：
  描述：

  N-苄氧羰基-L-苯丙氨酸 、 3-amino-1,1,1-trifluoro-4-phenyl-2-butanol 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以66%的产率得到benzyl ((2S)-1-oxo-3-phenyl-1-((4,4,4-trifluoro-3-hydroxy-1-phenylbutan-2-yl)amino)propan-2-yl)carbamate
  参考文献：
  名称：

  Design, synthesis, and evaluation of trifluoromethyl ketones as inhibitors of SARS-CoV 3CL protease

  摘要：

  A series of trifluoromethyl ketones as SARS-CoV 3CL protease inhibitors was developed. The inhibitors were synthesized in four steps from commercially available compounds. Three different amino acids were explored in the P1-position and in the P2-P4 positions varying amino acids and long alkyl chain were incorporated. All inhibitors were evaluated in an in vitro assay using purified enzyme and fluorogenic substrate peptide. One of the inhibitors showed a time-dependent inhibition, with a K-i value of 0.3 mu M after 4 h incubation. (c) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.02.040