methyl O-(tert-butyl)-N-((4-(5-nitropyridin-2-yl)phenyl)sulfonyl)-L-threoninate | 857079-20-0

• 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: methyl O-(tert-butyl)-N-((4-(5-nitropyridin-2-yl)phenyl)sulfonyl)-L-threoninate
• CAS: 857079-20-0
• 化学式: C₂₀H₂₅N₃O₇S
• 分子量: 451.5
• InChiKey: TUUMAZAVIDMZEZ-ACJLOTCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  137.73
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl O-(tert-butyl)-N-((4-(5-nitropyridin-2-yl)phenyl)sulfonyl)-L-threoninate 在 1% Pd/C 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 methyl N-((4-(5-aminopyridin-2-yl)phenyl)sulfonyl)-O-(tert-butyl)-L-threoninate
  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 、 methyl O-(tert-butyl)-N-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfonyl)-L-threoninate 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醚 、 水 为溶剂， 反应 3.0h， 生成 methyl O-(tert-butyl)-N-((4-(5-nitropyridin-2-yl)phenyl)sulfonyl)-L-threoninate
  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