methyl 3,4-bis(methoxymethoxy)benzoate | 150092-75-4

• 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: methyl 3,4-bis(methoxymethoxy)benzoate
• 英文别名: Benzoic acid, 3,4-bis(methoxymethoxy)-, methyl ester
• CAS: 150092-75-4
• 化学式: C₁₂H₁₆O₆
• 分子量: 256.255
• InChiKey: NIUIBKIRPDXMTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 3,4-bis(methoxymethoxy)benzoate 在 lithium aluminium tetrahydride 作用下， 生成 3,4-di(methoxymethoxy)benzyl alcohol
  参考文献：
  名称：

  A Concise Synthesis of Pawhuskin A

  摘要：

  Pawhuskin A is an isoprenylated stilbene that was isolated from Dalea purpurea and reported to have affinity for the opioid receptor in vitro. It has been synthesized through a convergent sequence that joins a prenylated aldehyde with a geranylated phosphonate in a stereoselective Horner-Wadsworth-Emmons condensation to afford the target E olefin isomer. This synthesis confirms the structure assigned to the natural product and establishes a route that may be used to explore its biological activity and to prepare more active analogues.

  DOI：

  10.1021/np800351c
• 作为产物：
  描述：

  3,5-二羟基苯甲酸甲酯 、 氯甲基甲基醚 在 sodium hydride 作用下， 生成 methyl 3,4-bis(methoxymethoxy)benzoate
  参考文献：
  名称：

  A Concise Synthesis of Pawhuskin A

  摘要：

  Pawhuskin A is an isoprenylated stilbene that was isolated from Dalea purpurea and reported to have affinity for the opioid receptor in vitro. It has been synthesized through a convergent sequence that joins a prenylated aldehyde with a geranylated phosphonate in a stereoselective Horner-Wadsworth-Emmons condensation to afford the target E olefin isomer. This synthesis confirms the structure assigned to the natural product and establishes a route that may be used to explore its biological activity and to prepare more active analogues.

  DOI：

  10.1021/np800351c

文献信息

• Bismuth trichloride–mediated cleavage of phenolic methoxymethyl ethers
  作者：Oghale Obaro-Best、Jack Reed、Alya A. F. B. Norfadilah、Ryan Monahan、Rajesh Sunasee

  DOI：10.1080/00397911.2016.1158270

  日期：2016.4.2

  removal of phenolic methoxymethyl ethers in the presence of 30 mol% of bismuth trichloride in acetonitrile/water is described. Notable features of the cleavage protocol entail use of an ecofriendly bismuth reagent, ease of handling, low cost, operational simplicity, and good functional group compatibility. A number of structurally varied phenolic methoxymethyl ethers were cleaved in good to excellent

  摘要描述了一种在乙腈/水中 30 mol% 三氯化铋存在下去除酚类甲氧基甲基醚的简单有效方法。裂解方案的显着特点需要使用环保型铋试剂、易于处理、成本低、操作简单和良好的官能团兼容性。许多结构不同的酚类甲氧基甲基醚以良好到极好的产率裂解。图形概要