2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)ethyl]-7-nitro-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one | 1168015-94-8

• 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: 2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)ethyl]-7-nitro-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one
• 英文别名: (2S)-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-7-nitro-2,5-dihydro-1H-1,4-benzodiazepin-3-one
• CAS: 1168015-94-8
• 化学式: C₂₉H₃₃N₃O₅
• 分子量: 503.598
• InChiKey: RPLKJALZUDXMFX-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  37
• 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：
  96.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  2-amino-3-(4-tert-butoxyphenyl)-N-(2-fluoro-5-nitrobenzyl)-N-[2-(4-methoxyphenyl)ethyl]propanamide 在 水 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 以80%的产率得到2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)ethyl]-7-nitro-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