CA2190577C - Preparation enantioselective d'albuterol optiquement pure - Google Patents

Preparation enantioselective d'albuterol optiquement pure Download PDF

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Publication number
CA2190577C
CA2190577C CA002190577A CA2190577A CA2190577C CA 2190577 C CA2190577 C CA 2190577C CA 002190577 A CA002190577 A CA 002190577A CA 2190577 A CA2190577 A CA 2190577A CA 2190577 C CA2190577 C CA 2190577C
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CA
Canada
Prior art keywords
enantiomer
salt
solution
amino
dimethylethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
CA002190577A
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English (en)
Other versions
CA2190577A1 (fr
Inventor
Yun Gao
Charles Melvyn Zepp
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Pharma America Inc
Original Assignee
Sepracor Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US08/247,302 external-priority patent/US5399765A/en
Priority claimed from US08/376,072 external-priority patent/US5545745A/en
Application filed by Sepracor Inc filed Critical Sepracor Inc
Publication of CA2190577A1 publication Critical patent/CA2190577A1/fr
Application granted granted Critical
Publication of CA2190577C publication Critical patent/CA2190577C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

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 .alpha.-[[(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.
CA002190577A 1994-05-23 1995-05-23 Preparation enantioselective d'albuterol optiquement pure Expired - Lifetime CA2190577C (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US08/247,302 1994-05-23
US08/247,302 US5399765A (en) 1994-05-23 1994-05-23 Enantioselective preparation of optically pure albuterol
US08/376,072 US5545745A (en) 1994-05-23 1995-01-20 Enantioselective preparation of optically pure albuterol
US08/376,072 1995-01-20
PCT/US1995/006539 WO1995032178A1 (fr) 1994-05-23 1995-05-23 Preparation enantioselective d'albuterol optiquement pure

Publications (2)

Publication Number Publication Date
CA2190577A1 CA2190577A1 (fr) 1995-11-30
CA2190577C true CA2190577C (fr) 2006-03-21

Family

ID=36101500

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002190577A Expired - Lifetime CA2190577C (fr) 1994-05-23 1995-05-23 Preparation enantioselective d'albuterol optiquement pure

Country Status (1)

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CA (1) CA2190577C (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7488758B2 (en) 2004-05-20 2009-02-10 Teva Pharmaceutical Fine Chemicals, S.R.L. Levalbuterol hydrochloride polymorph B
CN111686798A (zh) * 2020-03-10 2020-09-22 秦婷 一种用于制备螺四氢噻吩的binol轴手性硫脲有机催化剂

Also Published As

Publication number Publication date
CA2190577A1 (fr) 1995-11-30

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