FI106266B - Enzymatisk separering av en racemisk blandning av stereospecifika GABA -T-inhibitorer - Google Patents

Enzymatisk separering av en racemisk blandning av stereospecifika GABA -T-inhibitorer Download PDF

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Publication number
FI106266B
FI106266B FI950155A FI950155A FI106266B FI 106266 B FI106266 B FI 106266B FI 950155 A FI950155 A FI 950155A FI 950155 A FI950155 A FI 950155A FI 106266 B FI106266 B FI 106266B
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FI
Finland
Prior art keywords
gaba
formula
compound
enantiomer
racemic mixture
Prior art date
Application number
FI950155A
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English (en)
Finnish (fi)
Other versions
FI950155A (sv
FI950155A0 (sv
Inventor
Alexey Leonid Margolin
Original Assignee
Merrell Dow Pharma
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 Merrell Dow Pharma filed Critical Merrell Dow Pharma
Publication of FI950155A publication Critical patent/FI950155A/sv
Publication of FI950155A0 publication Critical patent/FI950155A0/sv
Application granted granted Critical
Publication of FI106266B publication Critical patent/FI106266B/sv

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    • 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
    • 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
    • C12P13/001—Amines; Imines
    • 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
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
    • 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
    • C12P41/007—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 by reactions involving acyl derivatives of racemic amines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Claims (4)

1. Förfarande för enzymatisk separering av en race-misk blandning av en förening med strukturformeln 1 * 5 Rvv/'\^'C°2H rY-^c°2h __ L o 10 nh2 Γ forme 1 1 \ forme1 2 15 väri R är H2C=CH-, HCsC-, eller H2C=CH-HC=CH-, k ä n n e -t e c k n a t av, att man (a) i en lösning framställer ett N-fenylacetylderi-vat av föreningen med formeln 1, väri R är säsom ovan definierats, för framställning av en racemisk blandning, 20 bestäende av (S)-(N-fenylacetyl)enantiomeren och (R)-(N- fenylacetyl)enantiomeren av en förening med formeln 2, väri R är säsom ovan definierats (b) kontaktar den racemiska blandningen av föreningen med formeln 2 med penicillinacylas vid ungefärligen 25 rumstemperatur för framställande av (R)-enantiomeren av föreningen med formeln 1; (c) extraherar (S)-(N-fenylacetyl)enantiomeren av en förening med formeln 2 med ett organiskt lösningsmedel, varigenom man erhäller en lösning med ett organiskt skikt 30 och ett vattenhaltigt skikt; Λ. \ (d) avlägsnar lösningens vattenhaltiga skikt, vilket innehäller (R)-enantiomeren av föreningen med formeln 1; (e) hydrolyserar (S)-(N-fenylacetyl)enantiomeren av 35 föreningen med formeln 2 för bildande av (S)-enantioneren av föreningen med formeln 1. 106266
2. Förfarande enligt patentkrav 1, känne-t e c k n a t av, att R är H2C=CH-,
3. Förfarande enligt patentkrav 1, känne-tecknat av, att X är HC=C-. 5
4. Förfarande enligt patentkrav 1, känne- t e c k n a t av, att R är H2C=CH-HC=CH-. • j • r m
FI950155A 1992-07-17 1995-01-13 Enzymatisk separering av en racemisk blandning av stereospecifika GABA -T-inhibitorer FI106266B (sv)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US91544692 1992-07-17
US07/915,446 US5316944A (en) 1992-07-17 1992-07-17 Enzymatic resolution of a racemic mixture of gamma-amino acids using penicillin acylase
PCT/US1993/005737 WO1994002628A1 (en) 1992-07-17 1993-06-15 Enzymatic resolution of a racemic mixture of stereospecific gaba-t inhibitors
US9305737 1993-06-15

Publications (3)

Publication Number Publication Date
FI950155A FI950155A (sv) 1995-01-13
FI950155A0 FI950155A0 (sv) 1995-01-13
FI106266B true FI106266B (sv) 2000-12-29

Family

ID=25435755

Family Applications (1)

Application Number Title Priority Date Filing Date
FI950155A FI106266B (sv) 1992-07-17 1995-01-13 Enzymatisk separering av en racemisk blandning av stereospecifika GABA -T-inhibitorer

Country Status (16)

Country Link
US (1) US5316944A (sv)
EP (1) EP0651821B1 (sv)
JP (1) JP3213717B2 (sv)
KR (1) KR100250100B1 (sv)
AT (1) ATE156860T1 (sv)
AU (1) AU662998B2 (sv)
CA (1) CA2136840C (sv)
DE (1) DE69313118T2 (sv)
DK (1) DK0651821T3 (sv)
ES (1) ES2106355T3 (sv)
FI (1) FI106266B (sv)
GR (1) GR3024491T3 (sv)
HU (1) HU216309B (sv)
NO (1) NO318758B1 (sv)
NZ (1) NZ253926A (sv)
WO (1) WO1994002628A1 (sv)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2287171A1 (en) * 1997-05-01 1998-11-12 G.D. Searle & Co. Method and apparatus for preparation of chiral beta amino acids
NL1009814C2 (nl) * 1998-08-06 2000-02-08 Dsm Nv Werkwijze voor de bereiding van een N-geacyleerd aminonitril.
WO2002020821A2 (en) * 2000-09-08 2002-03-14 Dsm N.V. Process for the preparation of enantiomerically enriched amines
AU2001294377A1 (en) * 2000-09-08 2002-03-22 Dsm N.V. Method for the preparation of enantiomerically enriched amines
FR2853315B1 (fr) * 2003-04-04 2006-07-07 Solvay Procede pour la fabrication de derives d'aminoacides
WO2014060925A2 (en) * 2012-10-15 2014-04-24 Mahesh Kandula Compositions and methods for the treatment of neurological and neurodegenerative diseases
CN105777586A (zh) * 2016-04-14 2016-07-20 安徽省逸欣铭医药科技有限公司 S（+）氨己烯酸酯衍生物及其制备方法和用途

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2120244B (en) * 1982-05-17 1985-05-01 Merrell Toraude & Co Aminoalkadiene derivative
DE3247764A1 (de) * 1982-12-23 1984-06-28 Ernst Leitz Wetzlar Gmbh, 6330 Wetzlar Fotografische kamera
GB2133002B (en) * 1982-12-30 1986-01-29 Merrell Toraude & Co Process for preparing 4-amino-5-hexenoic acid
US4636470A (en) * 1984-08-17 1987-01-13 Stauffer Chemical Company Resolution of racemates of amino acids

Also Published As

Publication number Publication date
GR3024491T3 (en) 1997-11-28
DK0651821T3 (da) 1997-09-01
CA2136840C (en) 1997-01-14
HU216309B (hu) 1999-06-28
DE69313118D1 (de) 1997-09-18
HU9500129D0 (en) 1995-05-29
FI950155A (sv) 1995-01-13
FI950155A0 (sv) 1995-01-13
CA2136840A1 (en) 1994-02-03
NZ253926A (en) 1996-10-28
EP0651821A1 (en) 1995-05-10
KR100250100B1 (ko) 2000-03-15
US5316944A (en) 1994-05-31
NO950157L (no) 1995-01-16
NO318758B1 (no) 2005-05-02
WO1994002628A1 (en) 1994-02-03
AU4537793A (en) 1994-02-14
EP0651821B1 (en) 1997-08-13
HUT70466A (en) 1995-10-30
AU662998B2 (en) 1995-09-21
JP3213717B2 (ja) 2001-10-02
KR950702638A (ko) 1995-07-29
ATE156860T1 (de) 1997-08-15
NO950157D0 (no) 1995-01-16
ES2106355T3 (es) 1997-11-01
DE69313118T2 (de) 1997-12-11
JPH07509132A (ja) 1995-10-12

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