tert-butyl (3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[(2S)-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-7-yl]amino]-4-oxobutanoate | 1168016-32-7

• 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: tert-butyl (3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[(2S)-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-7-yl]amino]-4-oxobutanoate
• CAS: 1168016-32-7
• 化学式: C₅₂H₅₈N₄O₈
• 分子量: 867.055
• InChiKey: VMYISMXRHULVDV-ZYBCLOSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  64
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl (3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[(2S)-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-7-yl]amino]-4-oxobutanoate 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以21%的产率得到N1-{2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)ethyl]-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-7-yl}-O-(tert-butyl)asparagine
  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：

  7-amino-2-(4-tert-butoxybenzyl)-4-[2-(4-methoxyphenyl)-ethyl]-1,2,4,5-tetrahydro-3H-1,4-benzodiazepin-3-one 、 Fmoc-L-天冬氨酸 beta-叔丁酯 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68%的产率得到tert-butyl (3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[(2S)-4-[2-(4-methoxyphenyl)ethyl]-2-[[4-[(2-methylpropan-2-yl)oxy]phenyl]methyl]-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-7-yl]amino]-4-oxobutanoate
  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

文献信息

• Synthesis and modifications of a small library of 1,4-benzodiazepin-3-ones toward potential inhibitors of the collagen—von Willebrand Factor interaction
  作者：Tiny Deschrijver、Peter Verwilst、Katleen Broos、Hans Deckmyn、Wim Dehaen、Wim M. De Borggraeve

  DOI：10.1016/j.tet.2009.03.095

  日期：2009.6

  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.