7-amino-2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)-ethyl]-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one | 1168016-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 7-amino-2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)-ethyl]-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one
• 英文别名: (2S)-7-amino-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-2,5-dihydro-1H-1,4-benzodiazepin-3-one
• CAS: 1168016-28-1
• 化学式: C₂₉H₃₅N₃O₃
• 分子量: 473.615
• InChiKey: ADWWBEVPLSHWPM-MHZLTWQESA-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：
  0.34
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-amino-2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)-ethyl]-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one 、 Fmoc-O-叔丁基-L-酪氨酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46%的产率得到(9H-fluoren-9-yl)methyl ((S)-1-(((S)-2-(4-(tert-butoxy)benzyl)-4-(4-methoxyphenethyl)-3-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-7-yl)amino)-3-(4-(tert-butoxy)phenyl)-1-oxopropan-2-yl)carbamate
  参考文献：
  名称：

  Synthesis and modifications of a small library of 1,4-benzodiazepin-3-ones toward potential inhibitors of the collagen—von Willebrand Factor interaction

  摘要：

  A library of 1,4-benzodiazepin-3-one-based turn mimetics were synthesized and tested for their antithrombotic abilities. These mimetics are designed to incorporate amino acid side chains of the previously reported paratope of the inhibitory anti-von Willebrand Factor antibody 82D6A3. Modifications were performed oil the scaffolds by alkylation of the N-1-position and acylation of the reduced nitro group. Hereby the number of functional groups incorporated oil the core was expanded. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.095
• 作为产物：
  描述：

  2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)ethyl]-7-nitro-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以99%的产率得到7-amino-2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)-ethyl]-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one
  参考文献：
  名称：

  Synthesis and modifications of a small library of 1,4-benzodiazepin-3-ones toward potential inhibitors of the collagen—von Willebrand Factor interaction

  摘要：

  A library of 1,4-benzodiazepin-3-one-based turn mimetics were synthesized and tested for their antithrombotic abilities. These mimetics are designed to incorporate amino acid side chains of the previously reported paratope of the inhibitory anti-von Willebrand Factor antibody 82D6A3. Modifications were performed oil the scaffolds by alkylation of the N-1-position and acylation of the reduced nitro group. Hereby the number of functional groups incorporated oil the core was expanded. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.095