AR016395A1 - Proceso para la preparacion de (1r, 4s)-2-azabiciclo[2.2.1]-hept-5-en-3-ona n protegida substancialmente enantiomericamente pura. - Google Patents
Proceso para la preparacion de (1r, 4s)-2-azabiciclo[2.2.1]-hept-5-en-3-ona n protegida substancialmente enantiomericamente pura.Info
- Publication number
- AR016395A1 AR016395A1 ARP980104167A ARP980104167A AR016395A1 AR 016395 A1 AR016395 A1 AR 016395A1 AR P980104167 A ARP980104167 A AR P980104167A AR P980104167 A ARP980104167 A AR P980104167A AR 016395 A1 AR016395 A1 AR 016395A1
- Authority
- AR
- Argentina
- Prior art keywords
- protected
- formula
- hept
- preparation
- activating
- Prior art date
Links
Classifications
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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
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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
- 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
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
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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
- 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
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Se describe un proceso para la preparacion de (1R, 4S)-2-azabiciclo-[2.2.1]-hept-5-3-ona N-protegida sustancialmente enantioméricamente pura de formula(IV) donde P es un grupo activador y protector donde una mezcla racemica de +/- 2-azabiciclo-[2.2.1 ]-hept-5-en-3-ona N-protegida (V) donde P es un grupoactivador y protector. Es tratado con una enzima acilasa derivada del Bacillus sp. y el enantiomero no reaccionado de formula (IV) es aislado. El enantiomerode formula (IV) puede serfácilmente con vertido en el correspondiente amino ácido N-protegido por hidrolisis. El amino ácido N-protegido puede ser fácilmenteconvertido en el correspondiente amino alcohol de formula (VI), donde P es un grupo activador y protector porreactivos capaces de co nvertir ácidoscarboxílicos a alcoholes. La preparacion de un anillo ciclopenteno sustituido enentioméricamente puro es una importante etapa en la manufactura deabacavir, un análogo nucléosido de 2-aminopurina con potenteactividad contra el Virus de Inmunodeficiencia Humano (VIH) y el Virus de la Hepatits B(VHB).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9717928.7A GB9717928D0 (en) | 1997-08-22 | 1997-08-22 | Process for the enatioselective hydrolysis of n-derivatised lactams |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR016395A1 true AR016395A1 (es) | 2001-07-04 |
Family
ID=10817952
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980104167A AR016395A1 (es) | 1997-08-22 | 1998-08-21 | Proceso para la preparacion de (1r, 4s)-2-azabiciclo[2.2.1]-hept-5-en-3-ona n protegida substancialmente enantiomericamente pura. |
Country Status (35)
| Country | Link |
|---|---|
| US (1) | US6340587B1 (es) |
| EP (1) | EP1003903B1 (es) |
| JP (1) | JP3565868B2 (es) |
| KR (1) | KR100479894B1 (es) |
| CN (1) | CN1133749C (es) |
| AP (1) | AP1104A (es) |
| AR (1) | AR016395A1 (es) |
| AT (1) | ATE233323T1 (es) |
| AU (1) | AU738897B2 (es) |
| BR (1) | BR9810472B1 (es) |
| CA (1) | CA2295017A1 (es) |
| CZ (1) | CZ294302B6 (es) |
| DE (1) | DE69811677T2 (es) |
| DK (1) | DK1003903T3 (es) |
| EA (1) | EA001964B1 (es) |
| EE (1) | EE03934B1 (es) |
| ES (1) | ES2193568T3 (es) |
| GB (1) | GB9717928D0 (es) |
| HK (1) | HK1025796A1 (es) |
| HR (1) | HRP990408B1 (es) |
| HU (1) | HU222657B1 (es) |
| ID (1) | ID25830A (es) |
| IL (1) | IL133541A (es) |
| IN (1) | IN183908B (es) |
| IS (1) | IS2201B (es) |
| NO (1) | NO320081B1 (es) |
| NZ (1) | NZ501880A (es) |
| PL (1) | PL191108B1 (es) |
| PT (1) | PT1003903E (es) |
| RS (1) | RS49542B (es) |
| SI (1) | SI1003903T1 (es) |
| SK (1) | SK282782B6 (es) |
| TR (1) | TR199903210T2 (es) |
| TW (1) | TW589301B (es) |
| WO (1) | WO1999010519A1 (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1095160B1 (de) * | 1998-07-09 | 2004-01-28 | Lonza AG | Verfahren zur herstellung von (1r,4s)-2-azabicyclo 2.2.1 hept-5-en-3-on-derivaten |
| DE19962543A1 (de) * | 1999-12-23 | 2001-07-05 | Degussa | Chromatographische Enantiomerentrennung von bicyclischen Lactamen |
| US6780635B2 (en) * | 2001-12-27 | 2004-08-24 | Council Of Scientific And Industrial Research | Process for the preparation of optically active azabicyclo heptanone derivatives |
| EP1348765B1 (en) * | 2002-03-28 | 2006-05-24 | Council of Scientific and Industrial Research | Process for the preparation of optically active azabicyclo heptanone derivatives |
| HU227663B1 (en) * | 2007-07-09 | 2011-10-28 | Univ Szegedi | Resolution process |
| TR201807704T4 (tr) | 2010-01-27 | 2018-06-21 | Viiv Healthcare Co | Anti-viral tedavi. |
| CN103695495B (zh) * | 2014-01-14 | 2014-08-27 | 营口三征新科技化工有限公司 | 一种制备(1R,4s)-(-)-2-氮杂双环[2,2,1]庚-5-烯-3-酮的方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0424064T3 (da) * | 1989-10-16 | 1995-06-26 | Chiroscience Ltd | Chirale azabicycloheptanoner og fremgangsmåde til fremstilling deraf |
| GB9108384D0 (en) | 1991-04-19 | 1991-06-05 | Enzymatix Ltd | Bicycloheptanes |
| SK284810B6 (sk) * | 1997-05-13 | 2005-12-01 | Lonza Ag | Spôsob výroby (1S,4R)- alebo (1R,4S)-4-(2-amino-6-chlór-9-H- purín-9-yl)-2-cyklopentén-1-metanolu |
-
1997
- 1997-08-22 GB GBGB9717928.7A patent/GB9717928D0/en active Pending
-
1998
- 1998-08-20 AP APAP/P/1999/001721A patent/AP1104A/en active
- 1998-08-20 SI SI9830407T patent/SI1003903T1/xx unknown
- 1998-08-20 RS YUP-693/99A patent/RS49542B/sr unknown
- 1998-08-20 CA CA002295017A patent/CA2295017A1/en not_active Abandoned
- 1998-08-20 EA EA199901059A patent/EA001964B1/ru not_active IP Right Cessation
- 1998-08-20 TW TW087113730A patent/TW589301B/zh not_active IP Right Cessation
- 1998-08-20 WO PCT/EP1998/005291 patent/WO1999010519A1/en active IP Right Grant
- 1998-08-20 HU HU0002661A patent/HU222657B1/hu active IP Right Grant
- 1998-08-20 JP JP51391699A patent/JP3565868B2/ja not_active Expired - Lifetime
- 1998-08-20 DE DE69811677T patent/DE69811677T2/de not_active Expired - Lifetime
- 1998-08-20 DK DK98951307T patent/DK1003903T3/da active
- 1998-08-20 ES ES98951307T patent/ES2193568T3/es not_active Expired - Lifetime
- 1998-08-20 NZ NZ501880A patent/NZ501880A/en not_active IP Right Cessation
- 1998-08-20 US US09/446,587 patent/US6340587B1/en not_active Expired - Lifetime
- 1998-08-20 EP EP98951307A patent/EP1003903B1/en not_active Expired - Lifetime
- 1998-08-20 TR TR1999/03210T patent/TR199903210T2/xx unknown
- 1998-08-20 PL PL337647A patent/PL191108B1/pl unknown
- 1998-08-20 PT PT98951307T patent/PT1003903E/pt unknown
- 1998-08-20 ID IDW991671A patent/ID25830A/id unknown
- 1998-08-20 KR KR10-1999-7012114A patent/KR100479894B1/ko not_active IP Right Cessation
- 1998-08-20 SK SK1844-99A patent/SK282782B6/sk not_active IP Right Cessation
- 1998-08-20 AU AU97386/98A patent/AU738897B2/en not_active Expired
- 1998-08-20 AT AT98951307T patent/ATE233323T1/de active
- 1998-08-20 CN CNB988064790A patent/CN1133749C/zh not_active Expired - Lifetime
- 1998-08-20 CZ CZ19994716A patent/CZ294302B6/cs not_active IP Right Cessation
- 1998-08-20 EE EEP200000075A patent/EE03934B1/xx unknown
- 1998-08-20 BR BRPI9810472-1A patent/BR9810472B1/pt not_active IP Right Cessation
- 1998-08-20 IL IL13354198A patent/IL133541A/xx not_active IP Right Cessation
- 1998-08-21 AR ARP980104167A patent/AR016395A1/es active IP Right Grant
- 1998-08-21 IN IN1499CA1998 patent/IN183908B/en unknown
-
1999
- 1999-12-14 IS IS5297A patent/IS2201B/is unknown
- 1999-12-21 NO NO19996368A patent/NO320081B1/no not_active IP Right Cessation
- 1999-12-23 HR HR990408A patent/HRP990408B1/xx not_active IP Right Cessation
-
2000
- 2000-08-09 HK HK00104972A patent/HK1025796A1/xx not_active IP Right Cessation
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |