FI107605B - Optiskt aktivt alfa-fenyletylamid av 2-[1-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbentsoesyra, mellanprodukt och förfarande för framställning av densamma - Google Patents
Optiskt aktivt alfa-fenyletylamid av 2-[1-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbentsoesyra, mellanprodukt och förfarande för framställning av densamma Download PDFInfo
- Publication number
- FI107605B FI107605B FI942167A FI942167A FI107605B FI 107605 B FI107605 B FI 107605B FI 942167 A FI942167 A FI 942167A FI 942167 A FI942167 A FI 942167A FI 107605 B FI107605 B FI 107605B
- Authority
- FI
- Finland
- Prior art keywords
- formula
- compound
- optically active
- pyrrolidon
- butylphenyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (4)
1. Diastereomer av α-fenyletylamid av 2-[l-(4-t-butylfenyl)-2-pyrrolidon-4-yl]- metoxikarbonylbensoesyra med formeln (I-b') 4 \-/ ^ (I-b') o O^R väri 4-positionen i pyrrolidonringen har S-konfiguration och väri R är en optiskt ak-: tiv gmpp med formeln ''i _γΉΟ
10. H \=/ • · · • · ♦
2. Diastereomer enligt patentkrav 1, kännetecknad av att den är (S)-a-fenyl- etylamid av (-)-2-[(S)-l-(4-t-bntylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbensoe- .···. syra.
• · · ··· 3. Förfarande för framställning av en diastereomer av α-fenyletylamid av 2-[l-(4- ··· · . * * *; 15 t-butylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbensoesyra med formeln (I-b') • · · • · « ♦ • · · « • · 107605 4/~V/S ^ w X^'°VJVJ 0 O^R van 4-positionen i pyrrolidonringen har S-konfigura1ion och väri R är en optiskt ak-tiv grapp med formeln -rrO H H \---/ 5 kännetecknat av att förfarandet omfattar stegen: i) omsättning av en förening med formeln (I-a) i form av en racemisk blandning -ηΓΛ-Λ ri \-/ (I-a) O • · · • · ... . med ett kloreringsmedel for överföring av foreningen tili motsvarande syraklorid, • · · • · ii) omsättning av den i steg i) framställda syrakloriden med en optiskt aktiv a- : T: 10 fenyletylamin med formeln (IV) r „-Π/Λ "! nh2 \==/ • · · • » · · ·1...: varvid man erhäller en diastereomerblandning av en förening med formeln (I-b) • · • · « ♦ · 107605 -f/’vS \ / (Ib) o O^R van R har ovan angiven betydelse, och iii) utforing av uppdelning av den i steg ii) erhällna diastereomerblandningen, varvid man erhäller en optiskt aktiv forening med fonneln (I-b'). 5 4. 2-[l-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbensoesyra med for- meln (I-a) i form av en racemisk blandning 4/λ/ί \ J (I-a) O OH • ·· • · · • ♦ · ··· ♦ · • · • · · • · · ♦ · ♦ ·· • * ♦ · ♦ · · • · · • « · ♦ ♦ ♦ ··· « · ··· • · · • · · · • · · • « • « • · · ·♦ • · » ·« ♦ ·
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24288792 | 1992-09-11 | ||
| JP24288792 | 1992-09-11 | ||
| PCT/JP1993/001274 WO1994006767A1 (en) | 1992-09-11 | 1993-09-08 | Optically active 1-phenylpyrrolidone derivative, intermediate for producing the same, and process for producing both |
| JP9301274 | 1993-09-08 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI942167A0 FI942167A0 (sv) | 1994-05-10 |
| FI942167A FI942167A (sv) | 1994-07-08 |
| FI107605B true FI107605B (sv) | 2001-09-14 |
Family
ID=17095708
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI942167A FI107605B (sv) | 1992-09-11 | 1994-05-10 | Optiskt aktivt alfa-fenyletylamid av 2-[1-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxikarbonylbentsoesyra, mellanprodukt och förfarande för framställning av densamma |
| FI20001893A FI108130B (sv) | 1992-09-11 | 2000-08-28 | Förfarande för framställning av farmaceutiskt aktiv (S)-(+)-4-[1-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxibensoesyra eller en ester därav |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI20001893A FI108130B (sv) | 1992-09-11 | 2000-08-28 | Förfarande för framställning av farmaceutiskt aktiv (S)-(+)-4-[1-(4-t-butylfenyl)-2-pyrrolidon-4-yl]metoxibensoesyra eller en ester därav |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5475118A (sv) |
| EP (2) | EP0627419B1 (sv) |
| JP (1) | JP2724634B2 (sv) |
| KR (1) | KR0141657B1 (sv) |
| AT (2) | ATE309212T1 (sv) |
| AU (1) | AU663233B2 (sv) |
| CA (1) | CA2122705C (sv) |
| DE (2) | DE69333903T2 (sv) |
| DK (1) | DK0627419T3 (sv) |
| ES (2) | ES2247657T3 (sv) |
| FI (2) | FI107605B (sv) |
| HU (1) | HU215598B (sv) |
| NO (1) | NO300130B1 (sv) |
| WO (1) | WO1994006767A1 (sv) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1000620B1 (en) * | 1998-02-24 | 2005-12-07 | Taiho Pharmaceutical Company, Limited | Lp(a)-LOWERING AGENTS AND APOPROTEIN (a) PRODUCTION INHIBITORS |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69025418T2 (de) * | 1989-04-19 | 1996-11-14 | Otsuka Pharma Co Ltd | Phenylcarbonsäurederivate mit einem Heterocyclus |
| JPH06192221A (ja) * | 1992-12-25 | 1994-07-12 | Taiho Yakuhin Kogyo Kk | 光学活性な１−（４−ｔ−ブチルフェニル）−５−オキソ−３−ピロリジンカルボン酸の製造方法 |
-
1993
- 1993-09-08 AT AT98203959T patent/ATE309212T1/de not_active IP Right Cessation
- 1993-09-08 AU AU49832/93A patent/AU663233B2/en not_active Ceased
- 1993-09-08 AT AT93919628T patent/ATE186907T1/de not_active IP Right Cessation
- 1993-09-08 WO PCT/JP1993/001274 patent/WO1994006767A1/ja active IP Right Grant
- 1993-09-08 DE DE69333903T patent/DE69333903T2/de not_active Expired - Fee Related
- 1993-09-08 DE DE69327092T patent/DE69327092T2/de not_active Expired - Fee Related
- 1993-09-08 CA CA002122705A patent/CA2122705C/en not_active Expired - Fee Related
- 1993-09-08 EP EP93919628A patent/EP0627419B1/en not_active Expired - Lifetime
- 1993-09-08 ES ES98203959T patent/ES2247657T3/es not_active Expired - Lifetime
- 1993-09-08 KR KR1019940701558A patent/KR0141657B1/ko active
- 1993-09-08 EP EP98203959A patent/EP0916657B9/en not_active Expired - Lifetime
- 1993-09-08 US US08/211,950 patent/US5475118A/en not_active Expired - Fee Related
- 1993-09-08 JP JP6507962A patent/JP2724634B2/ja not_active Expired - Lifetime
- 1993-09-08 DK DK93919628T patent/DK0627419T3/da active
- 1993-09-08 ES ES93919628T patent/ES2139670T3/es not_active Expired - Lifetime
- 1993-09-08 HU HU9401470A patent/HU215598B/hu not_active IP Right Cessation
-
1994
- 1994-05-10 FI FI942167A patent/FI107605B/sv active
- 1994-05-10 NO NO941757A patent/NO300130B1/no unknown
-
2000
- 2000-08-28 FI FI20001893A patent/FI108130B/sv active
Also Published As
| Publication number | Publication date |
|---|---|
| EP0627419B1 (en) | 1999-11-24 |
| JP2724634B2 (ja) | 1998-03-09 |
| US5475118A (en) | 1995-12-12 |
| EP0627419A1 (en) | 1994-12-07 |
| ATE186907T1 (de) | 1999-12-15 |
| FI108130B (sv) | 2001-11-30 |
| EP0916657A1 (en) | 1999-05-19 |
| AU663233B2 (en) | 1995-09-28 |
| ATE309212T1 (de) | 2005-11-15 |
| DE69327092D1 (de) | 1999-12-30 |
| HUT70219A (en) | 1995-09-28 |
| KR0141657B1 (ko) | 1998-06-01 |
| NO941757D0 (no) | 1994-05-10 |
| EP0916657B1 (en) | 2005-11-09 |
| HU215598B (hu) | 1999-01-28 |
| NO941757L (no) | 1994-05-10 |
| DE69333903D1 (de) | 2005-12-15 |
| DE69333903T2 (de) | 2006-07-27 |
| NO300130B1 (no) | 1997-04-14 |
| DK0627419T3 (da) | 2000-04-25 |
| FI942167A0 (sv) | 1994-05-10 |
| CA2122705C (en) | 1997-11-18 |
| ES2139670T3 (es) | 2000-02-16 |
| AU4983293A (en) | 1994-04-12 |
| FI942167A (sv) | 1994-07-08 |
| HU9401470D0 (en) | 1994-08-29 |
| ES2247657T3 (es) | 2006-03-01 |
| EP0627419A4 (en) | 1995-02-08 |
| WO1994006767A1 (en) | 1994-03-31 |
| EP0916657B9 (en) | 2006-05-17 |
| DE69327092T2 (de) | 2000-05-25 |
| FI20001893A (sv) | 2000-08-28 |
| CA2122705A1 (en) | 1994-03-31 |
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