2-hydroxy-3-((2-methoxyethoxy)methoxy)benzaldehyde | 901126-71-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-3-((2-methoxyethoxy)methoxy)benzaldehyde
• CAS: 901126-71-4
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: SVIGDZIXNPIPNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  64.99
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-((2-methoxyethoxy)methoxy)benzaldehyde 在 氢氧化钾 、 sodium hydroxide 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 三甘醇二甲醚 、 二氯甲烷 为溶剂， 反应 13.92h， 生成 3-hydroxy-2-mercaptobenzaldehyde
  参考文献：
  名称：

  Studies Related to the Relative Thermodynamic Stability of C-Terminal Peptidyl Esters of O-Hydroxy Thiophenol:  Emergence of a Doable Strategy for Non-Cysteine Ligation Applicable to the Chemical Synthesis of Glycopeptides

  摘要：

  A pathway has been devised, wherein a phenolic ester of a C-terminal peptide is ligated with an N-terminal peptide through two consecutive acyl migrations. In the first transacylation, the C-terminus is transferred from a phenol to a newly liberated ortho-thiol function. Subsequently, the acyl group is transported to a proximal benzylamine through a six-membered transition state.

  DOI：

  10.1021/ja061588y
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 2,3-二羟基苯甲醛 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到2-hydroxy-3-((2-methoxyethoxy)methoxy)benzaldehyde
  参考文献：
  名称：

  Studies Related to the Relative Thermodynamic Stability of C-Terminal Peptidyl Esters of O-Hydroxy Thiophenol:  Emergence of a Doable Strategy for Non-Cysteine Ligation Applicable to the Chemical Synthesis of Glycopeptides

  摘要：

  A pathway has been devised, wherein a phenolic ester of a C-terminal peptide is ligated with an N-terminal peptide through two consecutive acyl migrations. In the first transacylation, the C-terminus is transferred from a phenol to a newly liberated ortho-thiol function. Subsequently, the acyl group is transported to a proximal benzylamine through a six-membered transition state.

  DOI：

  10.1021/ja061588y