N-乙酰苯肾上腺素 | 58952-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: N-乙酰苯肾上腺素
• 英文名称: N-Acetylphenylephrine
• 英文别名: N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-N-methylacetamide
• CAS: 58952-80-0
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: OSJFSDYUAXAPLF-NSHDSACASA-N

物化性质

• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-[2-(3-hydroxyphenyl)-2-oxo-ethyl]-N-methyl-acetamide 在 RuCl₂[(S)-xylyl-2,2,6,6’-tetramethoxy-4,4’-bis(diphenylphosphino)-3,3-bipyridine][(R)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine] 、 氢气 、 potassium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 65.0 ℃ 、2.8 MPa 条件下， 反应 1.5h， 生成 N-乙酰苯肾上腺素
  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

文献信息

• A feasibility study on the synthesis of phenylephrine via ruthenium-catalyzed homogeneous asymmetric hydrogenation
  作者：John F. McGarrity、Antonio Zanotti-Gerosa

  DOI：10.1016/j.tetasy.2010.09.013

  日期：2010.10

  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