DE102005062966A1 - Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat - Google Patents

Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat Download PDF

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Publication number
DE102005062966A1
DE102005062966A1 DE200510062966 DE102005062966A DE102005062966A1 DE 102005062966 A1 DE102005062966 A1 DE 102005062966A1 DE 200510062966 DE200510062966 DE 200510062966 DE 102005062966 A DE102005062966 A DE 102005062966A DE 102005062966 A1 DE102005062966 A1 DE 102005062966A1
Authority
DE
Germany
Prior art keywords
methyl ester
benzoic acid
acid methyl
aminoethyl
lipase
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.)
Withdrawn
Application number
DE200510062966
Other languages
German (de)
English (en)
Inventor
Klaus Dr. Ditrich
Harald Dr. Winsel
Dominique Dr. Moulin
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.)
BASF SE
Original Assignee
BASF SE
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
Application filed by BASF SE filed Critical BASF SE
Priority to DE200510062966 priority Critical patent/DE102005062966A1/de
Priority to EP06830713A priority patent/EP1969129B1/de
Priority to AT06830713T priority patent/ATE425258T1/de
Priority to US12/159,283 priority patent/US8008062B2/en
Priority to CN200680045789.6A priority patent/CN101321875B/zh
Priority to JP2008547944A priority patent/JP5329973B2/ja
Priority to PCT/EP2006/069890 priority patent/WO2007077120A1/de
Priority to DE502006003145T priority patent/DE502006003145D1/de
Publication of DE102005062966A1 publication Critical patent/DE102005062966A1/de
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/30—Preparation of optical isomers
    • C07C227/34—Preparation of optical isomers by separation of optical isomers
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/006—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
DE200510062966 2005-12-28 2005-12-28 Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat Withdrawn DE102005062966A1 (de)

Priority Applications (8)

Application Number Priority Date Filing Date Title
DE200510062966 DE102005062966A1 (de) 2005-12-28 2005-12-28 Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat
EP06830713A EP1969129B1 (de) 2005-12-28 2006-12-19 Verfahren zur herstellung von (r)- und (s)-4-(1-aminomethyl)benzoesäuremethylester-sulfat aus racemischem 4-(1-amin0ethyl)benzoesäuremethylester
AT06830713T ATE425258T1 (de) 2005-12-28 2006-12-19 Verfahren zur herstellung von (r)- und (s)-4-(1- aminomethyl)benzoesäuremethylester-sulfat aus racemischem 4-(1- amin0ethyl)benzoesäuremethylester
US12/159,283 US8008062B2 (en) 2005-12-28 2006-12-19 Production of (R)- and (S)-4-(1-aminoethyl) benzoic acid methyl ester sulfate by lipase acylation of racemic 4-(1-aminoethyl) benzoic acid methyl ester and sulfuric acid precipitation
CN200680045789.6A CN101321875B (zh) 2005-12-28 2006-12-19 从外消旋4-(1-氨基乙基)苯甲酸甲酯通过脂酶催化的对映选择性酰化反应并随后用硫酸沉淀以制备(r)-和(s)-4-(1-铵乙基)苯甲酸甲酯硫酸盐的方法
JP2008547944A JP5329973B2 (ja) 2005-12-28 2006-12-19 リパーゼ触媒を用いるエナンチオ選択的アシル化とその後の硫酸による沈殿によって、ラセミ体の４−（１−アミノエチル）安息香酸メチルエステルから（ｒ）−および（ｓ）−４−（１−アンモニウムエチル）安息香酸メチルエステル硫酸塩を調製する方法
PCT/EP2006/069890 WO2007077120A1 (de) 2005-12-28 2006-12-19 VERFAHREN ZUR HERSTELLUNG VON (R) - UND (S) -4- (1-AMMONIUMETHYL) BENZOESÄUREMETHYLESTER-SULFAT AUS RACEMISCHEM 4-(l-AMIN0ETHYL)BENZ0ESÄUREMETHYLESTER DURCH LIPASE-KATALYSIERTE ENANTIOSELEKTIVE ACYLIERUNG UND ANSCHLIESSENDEM AUSFÄLLEN MIT SCHWEFELSÄURE
DE502006003145T DE502006003145D1 (de) 2005-12-28 2006-12-19 Verfahren zur herstellung von (r)- und (s)-4-(1-aminomethyl)benzoesäuremethylester-sulfat aus racemischem 4-(1-amin0ethyl)benzoesäuremethylester

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE200510062966 DE102005062966A1 (de) 2005-12-28 2005-12-28 Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat

Publications (1)

Publication Number Publication Date
DE102005062966A1 true DE102005062966A1 (de) 2007-07-05

Family

ID=38135763

Family Applications (1)

Application Number Title Priority Date Filing Date
DE200510062966 Withdrawn DE102005062966A1 (de) 2005-12-28 2005-12-28 Verfahren zur Herstellung von (R)- und (S)-4-(Ammoniumethyl)benzoesäuremethylester-sulfat

Country Status (2)

Country Link
CN (1) CN101321875B (zh)
DE (1) DE102005062966A1 (zh)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114561440B (zh) * 2022-04-27 2022-07-29 天津全和诚科技有限责任公司 一种高纯(r)-(+)-1-(4-甲氧基苯)乙胺单体的制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4332738A1 (de) * 1993-09-25 1995-03-30 Basf Ag Racematspaltung primärer und sekundärer Amine durch Enzym-katalysierte Acylierung
EP1029851B1 (en) * 1997-10-14 2005-04-20 Mitsubishi Pharma Corporation Piperazine compounds and medicinal use thereof
EA200601847A1 (ru) * 2004-05-04 2007-04-27 Пфайзер Инк. Замещённые метиларил- или гетероариламидные соединения

Also Published As

Publication number Publication date
CN101321875A (zh) 2008-12-10
CN101321875B (zh) 2012-12-12

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Legal Events

Date Code Title Description
8127 New person/name/address of the applicant

Owner name: BASF SE, 67063 LUDWIGSHAFEN, DE

8139 Disposal/non-payment of the annual fee