5-amino-[1,1'-biphenyl]-2,2'-diyl di-tert-butyl bis(carbonate) | 1075749-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-amino-[1,1'-biphenyl]-2,2'-diyl di-tert-butyl bis(carbonate)
• CAS: 1075749-28-8
• 化学式: C₂₂H₂₇NO₆
• 分子量: 401.459
• InChiKey: GFWSURFIUMGHOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  97.08
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5-amino-[1,1'-biphenyl]-2,2'-diyl di-tert-butyl bis(carbonate) 、 对甲苯磺酰氯 在 吡啶 作用下， 以100%的产率得到C₂₉H₃₃NO₈S
  参考文献：
  名称：

  Synthesis and SAR study of N-(4-hydroxy-3-(2-hydroxynaphthalene-1-yl)phenyl)-arylsulfonamides: Heat shock protein 90 (Hsp90) inhibitors with submicromolar activity in an in vitro assay

  摘要：

  Heat shock protein 90 is emerging as an important target in cancer chemotherapy. In a program directed toward identifying novel chemical probes for Hsp90, we found N-(4-hydroxy-3-(2-hydroxynaphthalene-1-yl)phenyl)benzene sulfonamide as an Hsp90 inhibitor with very weak activity. In this report, we present a new and general method for the synthesis of a variety of analogs around this scaffold, and discuss their structure-activity relationships. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.022
• 作为产物：
  描述：

  di-tert-butyl (5-nitro-[1,1'-biphenyl]-2,2'-diyl) bis(carbonate) 在 10% Pd on charcoal 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 5-amino-[1,1'-biphenyl]-2,2'-diyl di-tert-butyl bis(carbonate)
  参考文献：
  名称：

  Synthesis and SAR study of N-(4-hydroxy-3-(2-hydroxynaphthalene-1-yl)phenyl)-arylsulfonamides: Heat shock protein 90 (Hsp90) inhibitors with submicromolar activity in an in vitro assay

  摘要：

  Heat shock protein 90 is emerging as an important target in cancer chemotherapy. In a program directed toward identifying novel chemical probes for Hsp90, we found N-(4-hydroxy-3-(2-hydroxynaphthalene-1-yl)phenyl)benzene sulfonamide as an Hsp90 inhibitor with very weak activity. In this report, we present a new and general method for the synthesis of a variety of analogs around this scaffold, and discuss their structure-activity relationships. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.022