Benzene-1,3-dicarbaldehyde mono-(O-{3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenyl}-oxime) | 623914-73-8

• 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: Benzene-1,3-dicarbaldehyde mono-(O-{3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenyl}-oxime)
• 英文别名: 3-[(E)-[3-[(E)-[3-[(E)-[3-[(E)-phenylmethoxyiminomethyl]phenoxy]iminomethyl]phenoxy]iminomethyl]phenoxy]iminomethyl]benzaldehyde
• CAS: 623914-73-8
• 化学式: C₃₆H₂₈N₄O₅
• 分子量: 596.642
• InChiKey: TXYDTNYGJJBDDH-UIVRRVHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  O-(β-D-glucopyranosyl)hydroxylamine 、 Benzene-1,3-dicarbaldehyde mono-(O-{3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenyl}-oxime) 在 溶剂黄146 作用下， 以 乙酸乙酯 为溶剂， 生成 Benzene-1,3-dicarbaldehyde 1-(O-{3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenyl}-oxime) 3-[O-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-oxime]
  参考文献：
  名称：

  Iterative Oxime Bond Chemistry Leads to Protease Inhibitors

  摘要：

  In the present paper, we have looked at iterative coupling as a strategy to form new druglike molecules. We have developed an iterative coupling chemistry based on oxime bond formation between hydroxyaromatic aldehyde building blocks to form linear oxime oligomers. The strategy is validated by the discovery of micromolar protease inhibitors.

  DOI：

  10.1021/ol035867r
• 作为产物：
  描述：

  O-苄基羟胺 在 potassium tert-butylate 、 2,4,6-三甲基苯磺酰羟胺 、 溶剂黄146 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 Benzene-1,3-dicarbaldehyde mono-(O-{3-[(3-{[3-(benzyloxyimino-methyl)-phenoxyimino]-methyl}-phenoxyimino)-methyl]-phenyl}-oxime)
  参考文献：
  名称：

  Iterative Oxime Bond Chemistry Leads to Protease Inhibitors

  摘要：

  In the present paper, we have looked at iterative coupling as a strategy to form new druglike molecules. We have developed an iterative coupling chemistry based on oxime bond formation between hydroxyaromatic aldehyde building blocks to form linear oxime oligomers. The strategy is validated by the discovery of micromolar protease inhibitors.

  DOI：

  10.1021/ol035867r

文献信息

• Iterative Oxime Bond Chemistry Leads to Protease Inhibitors
  作者：Olivier Renaudet、Jean-Louis Reymond

  DOI：10.1021/ol035867r

  日期：2003.11.1

  In the present paper, we have looked at iterative coupling as a strategy to form new druglike molecules. We have developed an iterative coupling chemistry based on oxime bond formation between hydroxyaromatic aldehyde building blocks to form linear oxime oligomers. The strategy is validated by the discovery of micromolar protease inhibitors.