2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethanone | 726180-43-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethanone
• 英文别名: 2-(Methoxymethoxy)-1-(2-methoxy-5-methylphenyl)ethanone
• CAS: 726180-43-4
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: AWUVUCQPWDSZRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethanone 在 三甲基氯硅烷 、 盐酸羟胺 、 sodium acetate 、 铁粉 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)vinyl]acetamide
  参考文献：
  名称：

  Asymmetric Hydrogenation of o-Alkoxy-Substituted Arylenamides

  摘要：

  A series of (2-alkoxyaryl)glycinols have been prepared in up to 97.8% ee by asymmetric hydrogenation with cationic rhodium Me-BPE or Me-DuPhos complexes. Others have shown that the presence of ortho substituents on related alpha-arylenamides causes a decrease in enantioselectivity. However, in this study it was found that o-alkoxy alpha-arylenamides were reduced with high enantio selectivity irrespective of substituent size.

  DOI：

  10.1021/jo049723h
• 作为产物：
  描述：

  [1-(2-Methoxy-5-methyl-phenyl)-vinyloxy]-trimethyl-silane 在 盐酸 、 lithium hydride 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethanone
  参考文献：
  名称：

  Asymmetric Hydrogenation of o-Alkoxy-Substituted Arylenamides

  摘要：

  A series of (2-alkoxyaryl)glycinols have been prepared in up to 97.8% ee by asymmetric hydrogenation with cationic rhodium Me-BPE or Me-DuPhos complexes. Others have shown that the presence of ortho substituents on related alpha-arylenamides causes a decrease in enantioselectivity. However, in this study it was found that o-alkoxy alpha-arylenamides were reduced with high enantio selectivity irrespective of substituent size.

  DOI：

  10.1021/jo049723h

文献信息

• Asymmetric Hydrogenation of <i>o</i>-Alkoxy-Substituted Arylenamides
  作者：Julie Cong-Dung Le、Brian L. Pagenkopf

  DOI：10.1021/jo049723h

  日期：2004.6.1

  A series of (2-alkoxyaryl)glycinols have been prepared in up to 97.8% ee by asymmetric hydrogenation with cationic rhodium Me-BPE or Me-DuPhos complexes. Others have shown that the presence of ortho substituents on related alpha-arylenamides causes a decrease in enantioselectivity. However, in this study it was found that o-alkoxy alpha-arylenamides were reduced with high enantio selectivity irrespective of substituent size.