4-Azido-N-[4-hydroxy-7-((3aR,4R,7R,7aR)-7-methoxy-6,6-dimethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl]-benzamide | 807374-70-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-Azido-N-[4-hydroxy-7-((3aR,4R,7R,7aR)-7-methoxy-6,6-dimethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl]-benzamide
• CAS: 807374-70-5
• 化学式: C₂₆H₂₄N₄O₁₀
• 分子量: 552.497
• InChiKey: WBMFDDROFAYBST-FBHSLPMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  191.52
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-Azido-N-[4-hydroxy-7-((3aR,4R,7R,7aR)-7-methoxy-6,6-dimethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl]-benzamide 在 氨 作用下， 以 甲醇 为溶剂， 以50%的产率得到Carbamic acid (3R,4S,5R,6R)-6-[3-(4-azido-benzoylamino)-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yloxy]-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Syntheses of photolabile novobiocin analogues

  摘要：

  Novobiocin was recently shown to inhibit Hsp90 through a previously unrecognized C-terminal ATP binding site. Although the N-terminal region of Hsp90 has been solved by X-ray crystallography, the C-terminal region has not. In an effort to elucidate the C-terminal binding site of Hsp90, four photolabile analogues of novobiocin were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.017
• 作为产物：
  描述：

  7-<2.3-O-Carbonyl-α-noviosyloxy>-4-hydroxy-8-methyl-3-phenylazo-cumarin 在 palladium on activated charcoal 氢气 、 N,N'-二环己基碳二亚胺 作用下， 生成 4-Azido-N-[4-hydroxy-7-((3aR,4R,7R,7aR)-7-methoxy-6,6-dimethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-8-methyl-2-oxo-2H-chromen-3-yl]-benzamide
  参考文献：
  名称：

  Syntheses of photolabile novobiocin analogues

  摘要：

  Novobiocin was recently shown to inhibit Hsp90 through a previously unrecognized C-terminal ATP binding site. Although the N-terminal region of Hsp90 has been solved by X-ray crystallography, the C-terminal region has not. In an effort to elucidate the C-terminal binding site of Hsp90, four photolabile analogues of novobiocin were prepared. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.09.017