2,4-Dihydroxy-3-methyl-6-non-1-ynylbenzaldehyde | 859507-78-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-Dihydroxy-3-methyl-6-non-1-ynylbenzaldehyde
• CAS: 859507-78-1
• 化学式: C₁₇H₂₂O₃
• 分子量: 274.36
• InChiKey: UPTRTOVWGIXRKH-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C
• 沸点：
  451.8±30.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-Dihydroxy-3-methyl-6-non-1-ynylbenzaldehyde 在 gold(lll) acetate 、 水 作用下， 以 氘代氯仿 为溶剂， 生成 2,4-Dihydroxy-3-methyl-6-(2-oxo-nonyl)-benzaldehyde
  参考文献：
  名称：

  Synthesis of the Azaphilones Using Copper-Mediated Enantioselective Oxidative Dearomatization

  摘要：

  An approach to the asymmetric synthesis of the azaphilone natural products is reported involving copper-mediated enantioselective oxidative dearomatization of o-alkynylbenzaldehydes. The approach was successfully applied to the synthesis of (-)-S-15183a and several unnatural azaphilones.

  DOI：

  10.1021/ja052049g
• 作为产物：
  描述：

  6-bromo-2,4-dimethoxy-3-methylbenzaldehyde 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三溴化硼 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2,4-Dihydroxy-3-methyl-6-non-1-ynylbenzaldehyde
  参考文献：
  名称：

  利用邻炔基苯甲醛的环异构化合成氮杂苯酮和相关分子。

  摘要：

  DOI：

  10.1002/anie.200353037

文献信息

• Synthesis of the Azaphilones (+)-Sclerotiorin and (+)-8-<i>O</i>-Methylsclerotiorinamine Utilizing (+)-Sparteine Surrogates in Copper-Mediated Oxidative Dearomatization
  作者：Andrew R. Germain、Daniel M. Bruggemeyer、Jianglong Zhu、Cedric Genet、Peter O’Brien、John A. Porco

  DOI：10.1021/jo102448n

  日期：2011.4.15

  Enantioselective syntheses of the azaphilone natural products (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine that possess the natural R-configuration at the quaternary center are reported. The syntheses were accomplished using copper-mediated asymmetric dearomatization employing bis-y-oxo copper complexes prepared from readily available (+)-sparteine surrogates. Of note, site-selective O-methylation of a vinylogous pyridone was used to access the isoquinolin-6(7H)-one core of (+)-8-O-methylsclerotiorinamine.
• Synthesis of Azaphilones and Related Molecules by Employing Cycloisomerization ofo-Alkynylbenzaldehydes
  作者：Jianglong Zhu、Andrew R. Germain、John A. Porco

  DOI：10.1002/anie.200353037

  日期：2004.2.27
• Synthesis of the Azaphilones Using Copper-Mediated Enantioselective Oxidative Dearomatization
  作者：Jianglong Zhu、Nicholas P. Grigoriadis、Jonathan P. Lee、John A. Porco

  DOI：10.1021/ja052049g

  日期：2005.7.1

  An approach to the asymmetric synthesis of the azaphilone natural products is reported involving copper-mediated enantioselective oxidative dearomatization of o-alkynylbenzaldehydes. The approach was successfully applied to the synthesis of (-)-S-15183a and several unnatural azaphilones.