1,4-二(甲氧基甲氧基)-2,3-二甲基苯 | 816456-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,4-二(甲氧基甲氧基)-2,3-二甲基苯
• 英文名称: 1,4-bis(methoxymethoxy)-2,3-dimethylbenzene
• CAS: 816456-10-7
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: JWUNLZSQPBHCQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-二(甲氧基甲氧基)-2,3-二甲基苯 在 叔丁基锂 、 magnesium bromide 作用下， 以 正己烷 、 正戊烷 、 苯 为溶剂， 反应 6.0h， 生成 ethyl 2-hydroxy-5-methoxymethoxy-3,4-dimethylbenzoate
  参考文献：
  名称：

  First Synthesis of rac-(5-²H₃)-α-CEHC, a Labeled Analogue of a Major Vitamin E Metabolite

  摘要：

  Over the past few years, quantitative determination of alpha- and gamma-CEHC, main urinary metabolites of vitamin E, has been becoming more and more important as a key parameter in assessing oxidative stress and supplementation of tocopherols. The use of deuterated analogues of these metabolites allows their accurate determination even in complex matrixes. While preparation of gamma-CEHC-d(2) has already been described, here we report the first synthesis of alpha-CEHC-d(3) together with alpha-tocopheronolactone-d(3), its oxidation product.

  DOI：

  10.1021/jo048514u
• 作为产物：
  描述：

  氯甲基甲基醚 、 2,3-二甲基氢醌 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以93%的产率得到1,4-二(甲氧基甲氧基)-2,3-二甲基苯
  参考文献：
  名称：

  First Synthesis of rac-(5-²H₃)-α-CEHC, a Labeled Analogue of a Major Vitamin E Metabolite

  摘要：

  Over the past few years, quantitative determination of alpha- and gamma-CEHC, main urinary metabolites of vitamin E, has been becoming more and more important as a key parameter in assessing oxidative stress and supplementation of tocopherols. The use of deuterated analogues of these metabolites allows their accurate determination even in complex matrixes. While preparation of gamma-CEHC-d(2) has already been described, here we report the first synthesis of alpha-CEHC-d(3) together with alpha-tocopheronolactone-d(3), its oxidation product.

  DOI：

  10.1021/jo048514u

文献信息

• The substrate specificity of tocopherol cyclase
  作者：Achim Stocker、Heinz Fretz、Haroun Frick、August Rüttimann、Wolf-Dietrich Woggon

  DOI：10.1016/0968-0896(96)00125-3

  日期：1996.7

  The substrate specificity of the enzyme tocopherol cyclase from the blue-green algae Anabaena variabilis (Cyanobacteria) was investigated with 11 substrate analogues revealing the significance of three major recognition sites: (i) the OH group at C(1) of the hydroquinone, (ii) the (E) configuration of the double bond, and (iii) the length of the lipophilic side chain. Experiments with two affinity matrices suggest that substrates approach the enzyme's active site with the hydrophobic tail. Copyright (C) 1996 Elsevier Science Ltd
• First Synthesis of <i>r</i><i>ac</i>-(5-²H₃)-α-CEHC, a Labeled Analogue of a Major Vitamin E Metabolite
  作者：Francesco Mazzini、Thomas Netscher、Piero Salvadori

  DOI：10.1021/jo048514u

  日期：2004.12.1

  Over the past few years, quantitative determination of alpha- and gamma-CEHC, main urinary metabolites of vitamin E, has been becoming more and more important as a key parameter in assessing oxidative stress and supplementation of tocopherols. The use of deuterated analogues of these metabolites allows their accurate determination even in complex matrixes. While preparation of gamma-CEHC-d(2) has already been described, here we report the first synthesis of alpha-CEHC-d(3) together with alpha-tocopheronolactone-d(3), its oxidation product.