NO20011601L - Fremgangsmåte for fremstilling av optisk aktivt tropinonmonokarboksylsyreesterderivat - Google Patents
Fremgangsmåte for fremstilling av optisk aktivt tropinonmonokarboksylsyreesterderivatInfo
- Publication number
- NO20011601L NO20011601L NO20011601A NO20011601A NO20011601L NO 20011601 L NO20011601 L NO 20011601L NO 20011601 A NO20011601 A NO 20011601A NO 20011601 A NO20011601 A NO 20011601A NO 20011601 L NO20011601 L NO 20011601L
- Authority
- NO
- Norway
- Prior art keywords
- acid ester
- optically active
- ester derivative
- tropinonemonocarboxylic
- derivative
- Prior art date
Links
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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/10—Nitrogen as only ring hetero atom
-
- 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
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Det er blitt tilveiebrakt et optisk aktivt tropinonmonokarboksylsyreesterderivat anvendelig som et intermediat for syntese av optisk aktive tropanderivater ved å omsette succindialdehyd med et organisk amin og acetondikarboksylsyreester for å oppnå et tropinondikarboksylsyreesterderivat, og deretter utsette dette derivatet for enzymkatalysert asymmetrisk dealkoksykarbonylering. Siden anhydroecgoninmetylester avledet fra det optisk aktive tropinonmonokarboksylsyreesterderivatet ved reduksjon og dehydrering hadde samme retning på den optiske dreiningen som i tilfellet anhydroecgoninmetylester oppnådd fra naturlig kokain, ble det vist at det optisk aktive tropinonmonokarboksylsyreesterderivatet hadde samme absolutte konfigurasjon som det til naturlig kokain. Utbyttet av det optisk aktive tropinonmonokarboksylsyreesterderivatet fra den asymmetriske dealkoksykarbonyleringen var 30 til 50 mol-%, og den optiske renheten var 70 til 97%ee. I tillegg ble det funnet at et krystallinsk optisk aktivt anhydroecgoninkarboksylsyreesterderivat kan oppnås ved å redusere og deretter dehydrere det optiske aktive tropinonmonokarboksylsyreesterderivatet og at dets optiske renhet enkelt kan økes ved rekrystallisasjon.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27786898 | 1998-09-30 | ||
| PCT/JP1999/003754 WO2000018946A1 (fr) | 1998-09-30 | 1999-07-12 | Procede de production d'un derive d'acide tropinone-monocarboxylique optiquement actif |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20011601D0 NO20011601D0 (no) | 2001-03-29 |
| NO20011601L true NO20011601L (no) | 2001-03-29 |
| NO326771B1 NO326771B1 (no) | 2009-02-16 |
Family
ID=17589413
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20011601A NO326771B1 (no) | 1998-09-30 | 2001-03-29 | Fremgangsmate for fremstilling av optisk aktivt tropinonmonokarboksylsyreesterderivat |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US6486323B1 (no) |
| EP (1) | EP1118674B1 (no) |
| JP (1) | JP4386399B2 (no) |
| KR (1) | KR100615867B1 (no) |
| AT (1) | ATE494385T1 (no) |
| CA (1) | CA2340218C (no) |
| DE (1) | DE69943110D1 (no) |
| ES (1) | ES2356225T3 (no) |
| NO (1) | NO326771B1 (no) |
| WO (1) | WO2000018946A1 (no) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100847415B1 (ko) * | 2007-03-20 | 2008-07-18 | 이도훈 | 항경련제 |
| DE102007046887A1 (de) * | 2007-09-28 | 2009-04-09 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung von (1R,5S)-Anhydroecgoninestersalzen |
| CN112480107B (zh) * | 2020-11-30 | 2022-08-16 | 上海海雁医药科技有限公司 | 取代的氮杂双环辛烷化合物及其中间体和制备方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE352981C (de) * | 1920-06-16 | 1922-05-10 | Horst Maeder Dr | Verfahren zur Darstellung von Tropinonmonocarbonsaeureestern |
| DE354950C (de) * | 1920-06-28 | 1922-06-17 | Horst Maeder Dr | Verfahren zur Herstellung von Tropinondicarbonsaeureestern |
| WO1994004146A1 (en) * | 1992-08-24 | 1994-03-03 | President And Fellows Of Harvard College | Cocaine analogues and their use as cocaine drug therapies and therapeutic and imaging agents for neurodegenerative disorders |
| EP0831941B1 (en) * | 1995-06-06 | 2012-04-04 | GE Healthcare Limited | Iodinated neuroprobes for mapping monoamine reuptake sites |
| DE69705608T2 (de) * | 1996-02-22 | 2002-05-16 | Neurosearch A/S, Ballerup | Tropanderivate, deren herstellung und verwendung |
-
1999
- 1999-07-12 ES ES99929794T patent/ES2356225T3/es not_active Expired - Lifetime
- 1999-07-12 US US09/806,592 patent/US6486323B1/en not_active Expired - Lifetime
- 1999-07-12 EP EP99929794A patent/EP1118674B1/en not_active Expired - Lifetime
- 1999-07-12 DE DE69943110T patent/DE69943110D1/de not_active Expired - Lifetime
- 1999-07-12 AT AT99929794T patent/ATE494385T1/de not_active IP Right Cessation
- 1999-07-12 JP JP2000572393A patent/JP4386399B2/ja not_active Expired - Fee Related
- 1999-07-12 CA CA002340218A patent/CA2340218C/en not_active Expired - Fee Related
- 1999-07-12 WO PCT/JP1999/003754 patent/WO2000018946A1/ja active Application Filing
- 1999-07-12 KR KR1020017003824A patent/KR100615867B1/ko not_active IP Right Cessation
-
2001
- 2001-03-29 NO NO20011601A patent/NO326771B1/no not_active IP Right Cessation
-
2002
- 2002-09-26 US US10/255,053 patent/US20030065183A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| NO20011601D0 (no) | 2001-03-29 |
| CA2340218C (en) | 2008-10-14 |
| NO326771B1 (no) | 2009-02-16 |
| JP4386399B2 (ja) | 2009-12-16 |
| US6486323B1 (en) | 2002-11-26 |
| WO2000018946A1 (fr) | 2000-04-06 |
| DE69943110D1 (de) | 2011-02-17 |
| EP1118674A4 (en) | 2005-05-25 |
| EP1118674B1 (en) | 2011-01-05 |
| CA2340218A1 (en) | 2000-04-06 |
| US20030065183A1 (en) | 2003-04-03 |
| ATE494385T1 (de) | 2011-01-15 |
| KR100615867B1 (ko) | 2006-08-25 |
| KR20010075363A (ko) | 2001-08-09 |
| EP1118674A1 (en) | 2001-07-25 |
| ES2356225T3 (es) | 2011-04-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |