methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-bromophenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-bromophenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
• 化学式: C₂₅H₂₈Br₂N₂O₃S
• 分子量: 596.383
• InChiKey: MZACSVPOKSOSQP-FIXSFTCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  75.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-bromophenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate 在 Lithium-tri-methoxy-alanat 作用下， 生成 methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-bromophenyl)methyl]-2,5,5-trioxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
  参考文献：
  名称：

  Synthesis of (+)-biotin derivatives as HIV-1 protease inhibitors

  摘要：

  Several bis-N-alkylated (+)-biotin derivatives were synthesized and evaluated for activities against HIV-1 protease. The most potent inhibitor, 2D, synthesized in two steps from (+)-biotin, has K-i of 0.50 mu M and antiviral IC90 of 7 mu M. The (+)-biotin analogs in general have good translations from enzymatic K-i to antiviral cell assay IC90. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00233-8
• 作为产物：
  描述：

  D-生物素 在 硫酸 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 5-[(3aS,4S,6aR)-1,3-bis[(3-bromophenyl)methyl]-2-oxo-3a,4,6,6a-tetrahydrothieno[3,4-d]imidazol-4-yl]pentanoate
  参考文献：
  名称：

  Synthesis of (+)-biotin derivatives as HIV-1 protease inhibitors

  摘要：

  Several bis-N-alkylated (+)-biotin derivatives were synthesized and evaluated for activities against HIV-1 protease. The most potent inhibitor, 2D, synthesized in two steps from (+)-biotin, has K-i of 0.50 mu M and antiviral IC90 of 7 mu M. The (+)-biotin analogs in general have good translations from enzymatic K-i to antiviral cell assay IC90. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00233-8