1-(5-amino-2-((tert-butoxycarbonyl)oxy)phenyl)naphthalen-2-yl tert-butyl carbonate | 1075749-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(5-amino-2-((tert-butoxycarbonyl)oxy)phenyl)naphthalen-2-yl tert-butyl carbonate
• CAS: 1075749-14-2
• 化学式: C₂₆H₂₉NO₆
• 分子量: 451.519
• InChiKey: GETJHDFFXGFEFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.72
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  1-(5-amino-2-((tert-butoxycarbonyl)oxy)phenyl)naphthalen-2-yl tert-butyl carbonate 、 2,5-二氯苄磺酸氯 在 吡啶 作用下， 反应 8.0h， 以100%的产率得到1-(2-((tert-butoxycarbonyl)oxy)-5-((2,5-dichlorophenyl)sulfonamido)phenyl)naphthalen-2-yl tert-butyl 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
• 作为产物：
  描述：

  在 10% Pd on charcoal 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 0.75h， 以80%的产率得到1-(5-amino-2-((tert-butoxycarbonyl)oxy)phenyl)naphthalen-2-yl tert-butyl 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