沙丁胺醇杂质32 | 108956-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 沙丁胺醇杂质32
• 英文名称: albuterol
• 英文别名: 5-(2-(tert-butylamino)-1-hydroxyethyl)-2-hydroxyBenzoic acid；5-[2-(tert-butylamino)-1-hydroxyethyl]-2-hydroxybenzoic acid
• CAS: 108956-88-3
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: KHMZXXLVFHYJFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  沙丁胺醇杂质32 在 chiral silica-based resin 、 溶剂黄146 作用下， 以 正己烷 、 异丙醇 为溶剂， 生成 albuterol 、 albuterol
  参考文献：
  名称：

  The enantiomeric recognition of dihydropyrimidonic compounds by chiral selectors derived from 4- or 2-chloro-3,5-dinitrobenzoic acid

  摘要：

  Six new chiral packing materials for high performance liquid chromatography have been prepared from chiral selectors consisting of 4- or 2-chloro-3,5-dinitrobenzoic acid, L-alanine and different pi-donor aromatic units. Comparative tests of these newly prepared CSPs on separation efficiency for 13 racemic dihydropyrimidonic (DHPM) analytes have revealed the strong contribution of the pi-acceptor branching unit, as well as the important influence of the structure of the terminal pi-donor unit. The role of the terminal aromatic group is primarily to increase the rigidity of the selector structure. Comparisons of the data revealed that selectors bound on the silica gel could be preorganized during the process of chiral recognition, resulting in the similar enantioseparation properties for DHPM analytes on both types of CSPs. However, some other compounds, such as amino alcohol beta-agonists, exhibit very different enantioseparations. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.042

文献信息

• ENANTIOSELECTIVE PREPARATION OF OPTICALLY PURE ALBUTEROL
  申请人：SEPRACOR, INC.

  公开号：EP0763010A1

  公开（公告）日：1997-03-19
• EP0763010A4
  申请人：——

  公开号：EP0763010A4

  公开（公告）日：1997-07-16
• US5399765A
  申请人：——

  公开号：US5399765A

  公开（公告）日：1995-03-21
• [EN] ENANTIOSELECTIVE PREPARATION OF OPTICALLY PURE ALBUTEROL<br/>[FR] PREPARATION ENANTIOSELECTIVE D'ALBUTEROL OPTIQUEMENT PURE
  申请人：SEPRACOR, INC.

  公开号：WO1995032178A1

  公开（公告）日：1995-11-30

  (EN) The invention relates to a method for producing albuterol by the resolution of a mixture of enantiomers of 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-2-hydroxybenzoate using di-toluoyltartaric acid. The invention further relates to a method for producing albuterol by the resolution of a mixture of enantiomers of methyl 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-2-(phenylmethoxy)benzoate or $g(a)-[[(1,1-dimethylethyl)amino]methyl]-4-(phenylmethoxy)-1,3-benzenedimethanol using a chiral acid such as (+/-) di-toluoyltartaric acid or (+/-) di-benzoyltartaric acid.(FR) L'invention concerne un procédé permettant de produire de l'albutérole par dédoublement d'un mélange d'énantiomères de 5-[2-[(1,1-diméthyléthyl)amino]-1-hydroxyéthyl]-2-hydroxybenzoate au moyen d'acide ditoluoyltartrique. L'invention concerne en outre un procédé permettant de produire de l'albutérole par dédoublement d'un mélange d'énantiomères de méthyl5-[2-[(1,1-diméthyléthyl)amino]-1-hydroxyéthyl]-2-(phénylméthoxy)benzoate ou $g(a)-[[(1,1-diméthyléthyl)amino]méthyl-4-(phénylméthoxy)-1,3-benzénediméthanol au moyen d'un acide chiral tel que l'acide (+/-) ditoluoyltratrique ou l'acide (+/-) dibenzoyltartrique.