4-((benzyloxy)methoxy)-2-hydroxybenzaldehyde | 1400930-54-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-((benzyloxy)methoxy)-2-hydroxybenzaldehyde
• 英文别名: 2-Hydroxy-4-(phenylmethoxymethoxy)benzaldehyde
• CAS: 1400930-54-2
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: QERSRXIUMSPYQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-Bis(phenylmethoxymethoxy)benzaldehyde 在 zinc(II) chloride 作用下， 以 乙醚 为溶剂， 以71%的产率得到4-((benzyloxy)methoxy)-2-hydroxybenzaldehyde
  参考文献：
  名称：

  Positional chemoselectivity in the Zn(II)-mediated removal of phenol protecting groups

  摘要：

  A protocol was developed for the chemoselective ortho-deprotection of polyphenolic substrates using readily available (ZnX2)-X-II salts. This procedure provides exceptional positional selectivity for the deprotection of phenols that reside adjacent to directing carbonyl functionality in the presence of similar protecting groups at the meta and para positions. Good to excellent yields of the desired free phenols were obtained (<= 96%), and a wide assortment of protecting groups was readily removed under the reaction conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.103