RO83099B - Procedeu pentru prepararea unei pirolidinone - Google Patents
Procedeu pentru prepararea unei pirolidinoneInfo
- Publication number
- RO83099B RO83099B RO106487A RO10648782A RO83099B RO 83099 B RO83099 B RO 83099B RO 106487 A RO106487 A RO 106487A RO 10648782 A RO10648782 A RO 10648782A RO 83099 B RO83099 B RO 83099B
- Authority
- RO
- Romania
- Prior art keywords
- protecting group
- pyrrolidinone
- preparation
- general formula
- see
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 125000006239 protecting group Chemical group 0.000 abstract 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Chemical group O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
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
-
- 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
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- 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)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Psychiatry (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hospice & Palliative Care (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Inventia se refera la un procedeu pentru prepararea unei pirolidinone cu formula generala I: (vezi form. in desc.)optic sau activa racemica constînd din aceea ca dintr-un compus cu formula generala II: (vezi form. in desc.) în care unul dintre R1 si R2 reprezinta o grupa de protectie ti celalalt este hidrogen sau ambii reprezinta o grupa de protectie aleasa dintre benzil si benziloxicarbonil, se îndeparteaza grupa de protectie prin hidrogenare catalitica, în prezenta paladiului pe carbune la presiune atmosferica, într-un solvent ales dintre tetrahidrofuran si acid acetic.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH77081A CH646149A5 (de) | 1981-02-05 | 1981-02-05 | Pyrrolidin-derivat. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO83099A RO83099A (ro) | 1984-02-21 |
| RO83099B true RO83099B (ro) | 1984-02-28 |
Family
ID=4194769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO106487A RO83099B (ro) | 1981-02-05 | 1982-01-30 | Procedeu pentru prepararea unei pirolidinone |
Country Status (40)
| Country | Link |
|---|---|
| US (1) | US4452807A (ro) |
| EP (1) | EP0057846B1 (ro) |
| JP (1) | JPS57146753A (ro) |
| KR (1) | KR830009023A (ro) |
| AR (1) | AR231127A1 (ro) |
| AT (2) | ATE13668T1 (ro) |
| AU (1) | AU552063B2 (ro) |
| BG (1) | BG36932A3 (ro) |
| BR (1) | BR8200615A (ro) |
| CA (1) | CA1158250A (ro) |
| CH (1) | CH646149A5 (ro) |
| CS (1) | CS227035B2 (ro) |
| DD (1) | DD202539A5 (ro) |
| DE (2) | DE3263960D1 (ro) |
| DK (1) | DK20682A (ro) |
| ES (1) | ES8304545A1 (ro) |
| FI (1) | FI820192L (ro) |
| FR (1) | FR2499075A1 (ro) |
| GB (1) | GB2092584B (ro) |
| GR (1) | GR76052B (ro) |
| HU (1) | HU184988B (ro) |
| IE (1) | IE52439B1 (ro) |
| IL (1) | IL64896A (ro) |
| IS (1) | IS2700A7 (ro) |
| IT (1) | IT1153402B (ro) |
| LU (1) | LU83923A1 (ro) |
| MC (1) | MC1440A1 (ro) |
| NL (1) | NL8200337A (ro) |
| NO (1) | NO820346L (ro) |
| NZ (1) | NZ199624A (ro) |
| OA (1) | OA07002A (ro) |
| PH (1) | PH18267A (ro) |
| PL (1) | PL135221B1 (ro) |
| PT (1) | PT74387B (ro) |
| RO (1) | RO83099B (ro) |
| SE (1) | SE8200647L (ro) |
| SU (1) | SU1143315A3 (ro) |
| YU (1) | YU23982A (ro) |
| ZA (1) | ZA82608B (ro) |
| ZW (1) | ZW1982A1 (ro) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2515179A1 (fr) * | 1981-07-24 | 1983-04-29 | Hoffmann La Roche | Derives de pyrrolidine, leur procede de preparation, les intermediaires pour leur synthese et leur application therapeutique |
| FR2551751B1 (fr) * | 1983-09-12 | 1986-04-25 | Serobiologiques Lab Sa | Nouveau procede de preparation d'un derive pyroglutamique, nouveaux derives pyroglutamiques, nouveaux intermediaires de synthese de preparation de ceux-ci et utilisation ou application des derives pyroglutamiques comme agents antibacteriens ou antifongiques |
| DE3336024A1 (de) * | 1983-10-04 | 1985-04-18 | Boehringer Ingelheim KG, 6507 Ingelheim | 4-amino-l-benzyl-pyrrolidinone und ihre saeureadditionssalze, verfahren zu ihrer herstellung und arzneimittel |
| DE3632589A1 (de) * | 1985-10-18 | 1987-04-23 | Bayer Ag | Verfahren zur herstellung von (gamma)-butyrolactamen |
| DE3537075A1 (de) * | 1985-10-18 | 1987-04-23 | Bayer Ag | Verfahren zur herstellung von clausenamid |
| US4677114A (en) * | 1985-11-22 | 1987-06-30 | Warner-Lambert Company | Pyrrolidone-2 derivatives and pharmaceutical compositions thereof |
| IT1215587B (it) * | 1987-06-26 | 1990-02-14 | Roussel Maestretti Spa | Derivati della 1-benzoil2-oxo 5-alcossi pirrolidina, loro procedimento di preparazione e loro impiego come sostanza medicinale. |
| JPH0720930B2 (ja) * | 1988-07-09 | 1995-03-08 | 明治製菓株式会社 | ピロリジノン化合物及び脳機能障害改善剤 |
| US5049577A (en) * | 1990-01-29 | 1991-09-17 | E. R. Squibb & Sons, Inc. | 2-pyrrolidone substituted dihydroxy alkanoic, alkenoic and alkynoic acids, compositions and HMG-CoA reductase inhibition therewith |
| US5049578A (en) * | 1990-03-09 | 1991-09-17 | E. R. Squibb & Sons, Inc. | 1-aroyl or 1-acyl-2-2pyrrolidinyl-3,5-dihydroxy alkanoic and alkenoic acids, salts, esters and lactones |
| EP1156043B1 (en) * | 1992-07-24 | 2003-11-12 | The Regents Of The University Of California | Drugs that enhance synaptic responses mediated by ampa receptors |
| US5852008A (en) * | 1995-01-24 | 1998-12-22 | The Regents Of The University Of California | Heteroatom substituted benzoyl derivatives that enhance synaptic response mediated by receptors |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES433723A1 (es) * | 1975-01-10 | 1976-11-16 | Lafarquim S A Lab | Procedimiento de obtencion de un derivado de 2-pirrolidi- nona. |
| IT1045043B (it) * | 1975-08-13 | 1980-04-21 | Isf Spa | Derivati pirrolidinici |
| CU21107A3 (es) * | 1978-02-10 | 1988-02-01 | Hoffmann La Roche | Pyrrolidines derivatives |
| CA1115212A (en) * | 1978-02-10 | 1981-12-29 | Emilio Kyburz | Pyrrolidine derivatives |
| IT1131959B (it) * | 1979-08-09 | 1986-06-25 | Hoffmann La Roche | Derivati pirrolidinici |
-
1981
- 1981-02-05 CH CH77081A patent/CH646149A5/de not_active IP Right Cessation
-
1982
- 1982-01-08 CA CA000393829A patent/CA1158250A/en not_active Expired
- 1982-01-14 IT IT19115/82A patent/IT1153402B/it active
- 1982-01-18 DK DK20682A patent/DK20682A/da not_active Application Discontinuation
- 1982-01-20 US US06/340,920 patent/US4452807A/en not_active Expired - Fee Related
- 1982-01-21 FI FI820192A patent/FI820192L/fi not_active Application Discontinuation
- 1982-01-25 DE DE8282100494T patent/DE3263960D1/de not_active Expired
- 1982-01-25 DE DE19823202281 patent/DE3202281A1/de not_active Withdrawn
- 1982-01-25 AT AT82100494T patent/ATE13668T1/de not_active IP Right Cessation
- 1982-01-25 EP EP82100494A patent/EP0057846B1/de not_active Expired
- 1982-01-28 OA OA57598A patent/OA07002A/xx unknown
- 1982-01-29 ZA ZA82608A patent/ZA82608B/xx unknown
- 1982-01-29 PH PH26797A patent/PH18267A/en unknown
- 1982-01-29 IL IL64896A patent/IL64896A/xx unknown
- 1982-01-29 NL NL8200337A patent/NL8200337A/nl not_active Application Discontinuation
- 1982-01-29 CS CS82629A patent/CS227035B2/cs unknown
- 1982-01-29 ZW ZW19/82A patent/ZW1982A1/xx unknown
- 1982-01-30 RO RO106487A patent/RO83099B/ro unknown
- 1982-02-01 NZ NZ199624A patent/NZ199624A/en unknown
- 1982-02-01 HU HU82285A patent/HU184988B/hu unknown
- 1982-02-02 AR AR288323A patent/AR231127A1/es active
- 1982-02-02 AU AU80104/82A patent/AU552063B2/en not_active Ceased
- 1982-02-02 JP JP57014411A patent/JPS57146753A/ja active Granted
- 1982-02-03 SU SU823381951A patent/SU1143315A3/ru active
- 1982-02-03 FR FR8201714A patent/FR2499075A1/fr not_active Withdrawn
- 1982-02-03 GR GR67187A patent/GR76052B/el unknown
- 1982-02-03 MC MC821572A patent/MC1440A1/xx unknown
- 1982-02-03 DD DD82237159A patent/DD202539A5/de not_active IP Right Cessation
- 1982-02-04 IE IE249/82A patent/IE52439B1/en unknown
- 1982-02-04 YU YU00239/82A patent/YU23982A/xx unknown
- 1982-02-04 LU LU83923A patent/LU83923A1/de unknown
- 1982-02-04 ES ES509312A patent/ES8304545A1/es not_active Expired
- 1982-02-04 IS IS2700A patent/IS2700A7/is unknown
- 1982-02-04 KR KR1019820000475A patent/KR830009023A/ko unknown
- 1982-02-04 SE SE8200647A patent/SE8200647L/xx not_active Application Discontinuation
- 1982-02-04 NO NO820346A patent/NO820346L/no unknown
- 1982-02-04 GB GB8203264A patent/GB2092584B/en not_active Expired
- 1982-02-04 PT PT74387A patent/PT74387B/pt unknown
- 1982-02-04 BR BR8200615A patent/BR8200615A/pt unknown
- 1982-02-04 AT AT0041882A patent/AT377982B/de not_active IP Right Cessation
- 1982-02-05 PL PL1982234962A patent/PL135221B1/pl unknown
- 1982-02-05 BG BG8255269A patent/BG36932A3/xx unknown
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