tert-butyl (2S)-benzenesulfonylamino-3-[4-{(3S)-methyl-4-(pyrimidin-2-yl)piperazin-1-yl}benzoylamino]propionate | 234080-84-3

• 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 (2S)-benzenesulfonylamino-3-[4-{(3S)-methyl-4-(pyrimidin-2-yl)piperazin-1-yl}benzoylamino]propionate
• CAS: 234080-84-3
• 化学式: C₂₉H₃₆N₆O₅S
• 分子量: 580.708
• InChiKey: NVTLIIBOENKKAC-OFVILXPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  41.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  133.83
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-benzenesulfonylamino-3-[4-{(3S)-methyl-4-(pyrimidin-2-yl)piperazin-1-yl}benzoylamino]propionate 在 palladium on activated charcoal 盐酸 、 氢气 、 溶剂黄146 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、303.98 kPa 条件下， 反应 7.0h， 生成 (2S)-2-(benzenesulfonamido)-3-[[4-[(3S)-3-methyl-4-(1,4,5,6-tetrahydropyrimidin-2-yl)piperazin-1-yl]benzoyl]amino]propanoic acid
  参考文献：
  名称：

  Tricyclic pharmacophore-based molecules as novel integrin αvβ3 antagonists. Part 1: Design and synthesis of a lead compound exhibiting αvβ3/αIIbβ3 dual antagonistic activity

  摘要：

  In order to generate novel compounds with integrin alpha(v)beta(3)-antagonistic activity together with antiplatelet activity, tricyclic pharmacophore-based molecules were designed and synthesized. Although piperazine-containing compounds initially prepared were selective alpha(IIb)beta(3) antagonists, replacement of piperazine with piperidine furnished a potent alpha(v)beta(3)/alpha(IIb)beta(3) dual antagonist. Structureactivity relationship (SAR) studies provided clues for further development of tricyclic pharmacophore-based integrin antagonists. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.060
• 作为产物：
  描述：

  ethyl 4-{(3S)-methyl-4-(pyrimidin-2-yl)piperazin-1-yl}benzoate 在 N-甲基吗啉 、 sodium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 tert-butyl (2S)-benzenesulfonylamino-3-[4-{(3S)-methyl-4-(pyrimidin-2-yl)piperazin-1-yl}benzoylamino]propionate
  参考文献：
  名称：

  Tricyclic pharmacophore-based molecules as novel integrin αvβ3 antagonists. Part 1: Design and synthesis of a lead compound exhibiting αvβ3/αIIbβ3 dual antagonistic activity

  摘要：

  In order to generate novel compounds with integrin alpha(v)beta(3)-antagonistic activity together with antiplatelet activity, tricyclic pharmacophore-based molecules were designed and synthesized. Although piperazine-containing compounds initially prepared were selective alpha(IIb)beta(3) antagonists, replacement of piperazine with piperidine furnished a potent alpha(v)beta(3)/alpha(IIb)beta(3) dual antagonist. Structureactivity relationship (SAR) studies provided clues for further development of tricyclic pharmacophore-based integrin antagonists. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.060