L-3-methyl-2-[4-(5-nitro-pyridin-2-yl)-benzenesulfonylamino]-butyric acid methyl ester | 857079-24-4

• 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: L-3-methyl-2-[4-(5-nitro-pyridin-2-yl)-benzenesulfonylamino]-butyric acid methyl ester
• 英文别名: methyl (2S)-3-methyl-2-[[4-(5-nitropyridin-2-yl)phenyl]sulfonylamino]butanoate
• CAS: 857079-24-4
• 化学式: C₁₇H₁₉N₃O₆S
• 分子量: 393.42
• InChiKey: VICHNIDXHJHGHP-INIZCTEOSA-N

物化性质

• 沸点：
  546.7±60.0 °C(Predicted)
• 密度：
  1.323±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  L-3-methyl-2-[4-(5-nitro-pyridin-2-yl)-benzenesulfonylamino]-butyric acid methyl ester 在 1% Pd/C 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 L-2-[4-(5-amino-pyridin-2-yl)-benzenesulfonylamino]-3-methyl-butyric acid methyl ester
  参考文献：
  名称：

  3,4-Disubstituted benzofuran P1′ MMP-13 inhibitors: Optimization of selectivity and reduction of protein binding

  摘要：

  Potent 3,4-disubstituted benzofuran P1' MMP-13 inhibitors have been prepared. Selectivity over MMP-2 was achieved through a substituent at the C4 position of the benzofuran P1' moiety of the molecule. By replacing a backbone benzene with a pyridine and valine with threonine, compounds (e. g., 44) with greatly reduced plasma protein binding were also obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.008
• 作为产物：
  描述：

  2-溴-5-硝基吡啶 、 L-3-methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzenesulfonylamino]-butyric acid methyl ester 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 3.0h， 生成 L-3-methyl-2-[4-(5-nitro-pyridin-2-yl)-benzenesulfonylamino]-butyric acid methyl ester
  参考文献：
  名称：

  3,4-Disubstituted benzofuran P1′ MMP-13 inhibitors: Optimization of selectivity and reduction of protein binding

  摘要：

  Potent 3,4-disubstituted benzofuran P1' MMP-13 inhibitors have been prepared. Selectivity over MMP-2 was achieved through a substituent at the C4 position of the benzofuran P1' moiety of the molecule. By replacing a backbone benzene with a pyridine and valine with threonine, compounds (e. g., 44) with greatly reduced plasma protein binding were also obtained. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.008