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1. WO1995032178 - ENANTIOSELECTIVE PREPARATION OF OPTICALLY PURE ALBUTEROL

Publication Number WO/1995/032178
Publication Date 30.11.1995
International Application No. PCT/US1995/006539
International Filing Date 23.05.1995
Chapter 2 Demand Filed 18.12.1995
IPC
C07C 213/10 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
213Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
10Separation; Purification; Stabilisation; Use of additives
CPC
C07C 213/00
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
213Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
C07C 213/10
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
213Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
10Separation; Purification; Stabilisation; Use of additives
C07C 215/60
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
215Compounds containing amino and hydroxy groups bound to the same carbon skeleton
46having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
56with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups
58with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
60the chain having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
C07C 227/34
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
227Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
30Preparation of optical isomers
34by separation of optical isomers
Applicants
  • SEPRACOR, INC. [US]/[US]
Inventors
  • GAO, Yun
  • ZEPP, Charles, Melvyn
Agents
  • TULLEY, Douglas, H., Jr.
  • TULLEY, Douglas H.,Jr.
Priority Data
08/247,30223.05.1994US
08/376,07220.01.1995US
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) ENANTIOSELECTIVE PREPARATION OF OPTICALLY PURE ALBUTEROL
(FR) PREPARATION ENANTIOSELECTIVE D'ALBUTEROL OPTIQUEMENT PURE
Abstract
(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.
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