O-acetyl,N-acetylphenylephrone | 679395-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-acetyl,N-acetylphenylephrone
• 英文别名: [3-[2-[Acetyl(methyl)amino]acetyl]phenyl] acetate
• CAS: 679395-42-7
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: NITKYMKIJHIDGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-acetyl,N-acetylphenylephrone 在 水 、 potassium carbonate 、 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 以7.84 g的产率得到N-[2-(3-hydroxyphenyl)-2-oxo-ethyl]-N-methyl-acetamide
  参考文献：
  名称：

  A feasibility study on the synthesis of phenylephrine via ruthenium-catalyzed homogeneous asymmetric hydrogenation

  摘要：

  We report a feasibility study on a new route to (R)-phenylephrine based on the ruthenium catalyzed asymmetric hydrogenation of an aminoketone precursor The direct and fast asymmetric reduction of aminoketones or their hydrochloride salts is achievable at low catalyst loadings (molar substrate to catalyst ratio S/C >25 000/1 TOF up to 25 000 h(-1)) with high enantioselectivity (>95% ee) without the need for N-protection nor isolation of the free base prior to reaction 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.09.013
• 作为产物：
  描述：

  1-(3-羟基苯基)-2-(甲氨基)乙酮盐酸盐 、 乙酸酐 反应 4.0h， 生成 O-acetyl,N-acetylphenylephrone
  参考文献：
  名称：

  A feasibility study on the synthesis of phenylephrine via ruthenium-catalyzed homogeneous asymmetric hydrogenation

  摘要：

  We report a feasibility study on a new route to (R)-phenylephrine based on the ruthenium catalyzed asymmetric hydrogenation of an aminoketone precursor The direct and fast asymmetric reduction of aminoketones or their hydrochloride salts is achievable at low catalyst loadings (molar substrate to catalyst ratio S/C >25 000/1 TOF up to 25 000 h(-1)) with high enantioselectivity (>95% ee) without the need for N-protection nor isolation of the free base prior to reaction 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.09.013