N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)vinyl]acetamide | 726180-54-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)vinyl]acetamide
• 英文别名: N-[2-(methoxymethoxy)-1-(2-methoxy-5-methylphenyl)ethenyl]acetamide
• CAS: 726180-54-7
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: AAKILORPIYOISF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)vinyl]acetamide 在 bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate 、 氢气 、 (-)-1,2-双[(2R,5R)-2,5-二甲基磷]苯 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、1.17 MPa 条件下， 生成 N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethyl]acetamide 、 N-[2-methoxymethoxy-1-(2-methoxy-5-methylphenyl)ethyl]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：

  2-hydroxy-1-(2-methoxy-5-methylphenyl)ethanone 在 三甲基氯硅烷 、 盐酸羟胺 、 sodium acetate 、 铁粉 、 lithium hydride 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