5-acetoxy-3-ethynyl-4-methoxybenzenemethanol | 339588-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 5-acetoxy-3-ethynyl-4-methoxybenzenemethanol
• 英文别名: [2-Ethynyl-4-(hydroxymethyl)-6-methoxyphenyl] acetate
• CAS: 339588-46-4
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: PIGWOEVXHGFBNN-UHFFFAOYSA-N

物化性质

• 沸点：
  353.5±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-硝基苯酚三氟甲基磺酸酯 、 5-acetoxy-3-ethynyl-4-methoxybenzenemethanol 以92%的产率得到[4-(Hydroxymethyl)-2-methoxy-6-[2-(4-nitrophenyl)ethynyl]phenyl] acetate
  参考文献：
  名称：

  Optimization study of Sonogashira cross-coupling reaction on high-loading macrobeads using a silyl linker

  摘要：

  Two types of Sonogashira reactions were systematically evaluated on silyl linker based high-loading polystyrene macrobeads, this study paves the way fur their future application in the combinatorial syntheses of some natural product-like molecules. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00052-1
• 作为产物：
  描述：

  3-methoxy-4-acetoxy-5-iodo-benzaldehyde 在 bis-triphenylphosphine-palladium(II) chloride sodium tetrahydroborate 、 copper(l) iodide 、 四丁基氟化铵 作用下， 生成 5-acetoxy-3-ethynyl-4-methoxybenzenemethanol
  参考文献：
  名称：

  Aliphatic Acetylenic Homocoupling Catalyzed by a Novel Combination of AgOTs−CuCl₂−TMEDA and Its Application for the Solid-Phase Synthesis of Bis-benzo[b]furan-Linked 1,3-Diynes

  摘要：

  A novel catalytic system of AgOTs-CuCl2-TMEDA is described for the homocoupling of aliphatic acetylenes on solid support. It is the first observation that Ag-l's activating triple bond could facilitate Cu-II-mediated oxidative acetylenic homocoupling. This study provides an efficient way to synthesize a diversified symmetrical bis-benzo[b]furan-linked 1,3-diyne library on solid support.

  DOI：

  10.1021/ol030009g

文献信息

• [EN] BENZO(b)FURAN DIMERS<br/>[FR] DIMERES DE BENZO(B)FURANE
  申请人：VIVOQUEST INC

  公开号：WO2004000764A3

  公开（公告）日：2004-07-08
• Optimization study of Sonogashira cross-coupling reaction on high-loading macrobeads using a silyl linker
  作者：Yun Liao、Reza Fathi、Mike Reitman、Yan Zhang、Zhen Yang

  DOI：10.1016/s0040-4039(01)00052-1

  日期：2001.3

  Two types of Sonogashira reactions were systematically evaluated on silyl linker based high-loading polystyrene macrobeads, this study paves the way fur their future application in the combinatorial syntheses of some natural product-like molecules. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Aliphatic Acetylenic Homocoupling Catalyzed by a Novel Combination of AgOTs−CuCl₂−TMEDA and Its Application for the Solid-Phase Synthesis of Bis-benzo[<i>b</i>]furan-Linked 1,3-Diynes
  作者：Yun Liao、Reza Fathi、Zhen Yang

  DOI：10.1021/ol030009g

  日期：2003.3.1

  A novel catalytic system of AgOTs-CuCl2-TMEDA is described for the homocoupling of aliphatic acetylenes on solid support. It is the first observation that Ag-l's activating triple bond could facilitate Cu-II-mediated oxidative acetylenic homocoupling. This study provides an efficient way to synthesize a diversified symmetrical bis-benzo[b]furan-linked 1,3-diyne library on solid support.