AU2001254576A1 - Resolution of aminotetralins - Google Patents
Resolution of aminotetralinsInfo
- Publication number
- AU2001254576A1 AU2001254576A1 AU2001254576A AU5457601A AU2001254576A1 AU 2001254576 A1 AU2001254576 A1 AU 2001254576A1 AU 2001254576 A AU2001254576 A AU 2001254576A AU 5457601 A AU5457601 A AU 5457601A AU 2001254576 A1 AU2001254576 A1 AU 2001254576A1
- Authority
- AU
- Australia
- Prior art keywords
- stereoisomers
- aminotetralins
- resolution
- lipase
- separable
- 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.)
- Abandoned
Links
- JRZGPXSSNPTNMA-UHFFFAOYSA-N 1,2,3,4-tetrahydronaphthalen-1-amine Chemical class C1=CC=C2C(N)CCCC2=C1 JRZGPXSSNPTNMA-UHFFFAOYSA-N 0.000 title abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 102000004882 Lipase Human genes 0.000 abstract 1
- 108090001060 Lipase Proteins 0.000 abstract 1
- 239000004367 Lipase Substances 0.000 abstract 1
- 241000589516 Pseudomonas Species 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- -1 carbocyclic amine compounds Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 235000019421 lipase Nutrition 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
Classifications
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (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)
Abstract
Stereoisomers of carbocyclic amine compounds such as amino tetralins are separated by subjecting a mixture of the stereoisomers to reaction with an acylating agent in the presence of the enzyme Pseudomonas capacia lipase which effect selective acylation of one of the stereoisomers to form a separable amide, whilst leaving the other stereoisomer substantially unchanged.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA2307390 | 2000-01-05 | ||
| CA002307390A CA2307390C (en) | 2000-05-01 | 2000-05-01 | Enzymatic resolution of aminotetralins |
| PCT/CA2001/000625 WO2001083807A1 (en) | 2000-05-01 | 2001-04-30 | Resolution of aminotetralins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2001254576A1 true AU2001254576A1 (en) | 2001-11-12 |
Family
ID=4166052
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2001254576A Abandoned AU2001254576A1 (en) | 2000-05-01 | 2001-04-30 | Resolution of aminotetralins |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6271005B1 (en) |
| EP (1) | EP1278885B1 (en) |
| JP (1) | JP2003531624A (en) |
| AT (1) | ATE269413T1 (en) |
| AU (1) | AU2001254576A1 (en) |
| CA (2) | CA2307390C (en) |
| DE (1) | DE60103887T2 (en) |
| DK (1) | DK1278885T3 (en) |
| ES (1) | ES2222366T3 (en) |
| PT (1) | PT1278885E (en) |
| WO (1) | WO2001083807A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100423875B1 (en) * | 2001-12-06 | 2004-03-22 | 주식회사 포스코 | Method for preparing chiral amines |
| US8729306B2 (en) | 2010-02-05 | 2014-05-20 | Ucb Pharma Gmbh | Process for the preparation of nitrogen substituted aminotetralins derivatives |
| BR112012029944A2 (en) * | 2010-06-25 | 2019-09-24 | Ucb Pharma Gmbh | process for preparing nitrogen substituted aminotetralines derivatives |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8904392D0 (en) | 1989-02-27 | 1989-04-12 | Ibm | An arithmetic logic unit for a graphics processor |
| AU654653B2 (en) | 1989-05-31 | 1994-11-17 | Pharmacia & Upjohn Company | Therapeutically useful 2-aminotetralin derivatives |
| US5300437A (en) | 1989-06-22 | 1994-04-05 | Celgene Corporation | Enantiomeric enrichment and stereoselective synthesis of chiral amines |
| US4968837A (en) | 1989-07-28 | 1990-11-06 | Ethyl Corporation | Resolution of racemic mixtures |
-
2000
- 2000-05-01 CA CA002307390A patent/CA2307390C/en not_active Expired - Fee Related
- 2000-05-10 US US09/567,375 patent/US6271005B1/en not_active Expired - Fee Related
-
2001
- 2001-04-30 DE DE60103887T patent/DE60103887T2/en not_active Expired - Fee Related
- 2001-04-30 WO PCT/CA2001/000625 patent/WO2001083807A1/en not_active Ceased
- 2001-04-30 AT AT01927547T patent/ATE269413T1/en not_active IP Right Cessation
- 2001-04-30 DK DK01927547T patent/DK1278885T3/en active
- 2001-04-30 AU AU2001254576A patent/AU2001254576A1/en not_active Abandoned
- 2001-04-30 JP JP2001580414A patent/JP2003531624A/en active Pending
- 2001-04-30 CA CA002407776A patent/CA2407776A1/en not_active Abandoned
- 2001-04-30 EP EP01927547A patent/EP1278885B1/en not_active Expired - Lifetime
- 2001-04-30 ES ES01927547T patent/ES2222366T3/en not_active Expired - Lifetime
- 2001-04-30 PT PT01927547T patent/PT1278885E/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DK1278885T3 (en) | 2004-10-18 |
| CA2307390C (en) | 2005-06-28 |
| DE60103887T2 (en) | 2005-06-23 |
| DE60103887D1 (en) | 2004-07-22 |
| PT1278885E (en) | 2004-09-30 |
| CA2307390A1 (en) | 2001-11-01 |
| JP2003531624A (en) | 2003-10-28 |
| WO2001083807A1 (en) | 2001-11-08 |
| EP1278885B1 (en) | 2004-06-16 |
| ES2222366T3 (en) | 2005-02-01 |
| CA2407776A1 (en) | 2001-11-08 |
| EP1278885A1 (en) | 2003-01-29 |
| US6271005B1 (en) | 2001-08-07 |
| ATE269413T1 (en) | 2004-07-15 |
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