ES8604093A1 - Un procedimiento para la resolucion optica de mezclas racemicas de acidos alfa-naftil-propionicos - Google Patents
Un procedimiento para la resolucion optica de mezclas racemicas de acidos alfa-naftil-propionicosInfo
- Publication number
- ES8604093A1 ES8604093A1 ES537876A ES537876A ES8604093A1 ES 8604093 A1 ES8604093 A1 ES 8604093A1 ES 537876 A ES537876 A ES 537876A ES 537876 A ES537876 A ES 537876A ES 8604093 A1 ES8604093 A1 ES 8604093A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- opt
- halogen
- substd
- amide
- 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.)
- Expired
Links
- VKCNNDPZFOVURD-UHFFFAOYSA-N 2-naphthalen-1-ylpropanoic acid Chemical class C1=CC=C2C(C(C(O)=O)C)=CC=CC2=C1 VKCNNDPZFOVURD-UHFFFAOYSA-N 0.000 title abstract 2
- 230000003287 optical effect Effects 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- -1 HOC6H4CH2 Chemical group 0.000 abstract 3
- 150000001408 amides Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 2
- JSKOSOPCDRFUQB-UHFFFAOYSA-N 2-naphthalen-1-ylpropanamide Chemical compound C1=CC=C2C(C(C(N)=O)C)=CC=CC2=C1 JSKOSOPCDRFUQB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 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
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 125000001041 indolyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
- C07C231/20—Preparation of optical isomers by separation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/06—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO PARA LA RESOLUCION OPTICA DE MEZCLAS RACEMICAS DE ACIDOS ALFA-NAFTIL-PROPIONICOS, DE FORMULA GENERAL (I), EN LA QUE R1 ES UN RADICAL DE (C1-6) ALQUILO; Y R2 SIGNIFICA HIDROGENO, HALOGENO O MERCAPTO. COMPRENDE LAS SIGUIENTES OPERACIONES: PRIMERA, SE HACE REACCIONAR UN SUSTRATO SUSTANCIALMENTE RACEMICO DE FORMULA GENERAL (II) CON UNA SUSTANCIA DE FORMULA GENERAL: R4-NH2, EN PRESENCIA DE UN DISOLVENTE ORGANICO INERTE Y DE UNA CANTIDAD CATALITICA DE UN AGENTE ALCALINO FUERTE, PARA OBTENER UN PAR DE AMIDAS DIASTEREOISOMERICAS; SEGUNDA, SE RESUELVE DICHO PAR DE AMIDAS DIASTEREOISOMERICAS EN LAS AMIDAS DIASTEREOISOMERICAS SIMPLES; Y POR ULTIMO, SO SOMETE LA AMIDA DIASTEREOISOMERICA SIMPLE OBTENIDA A HIDROLISIS ACIDA, PARA RECUPERAR EL COMPUESTO DE FORMULA GENERAL (III).-
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT8303632A IT1208109B (it) | 1983-11-23 | 1983-11-23 | Procedimento per la risoluzione ottica di acidi arilpropionici |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8604093A1 true ES8604093A1 (es) | 1986-01-16 |
| ES537876A0 ES537876A0 (es) | 1986-01-16 |
Family
ID=11110920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES537876A Expired ES8604093A1 (es) | 1983-11-23 | 1984-11-22 | Un procedimiento para la resolucion optica de mezclas racemicas de acidos alfa-naftil-propionicos |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US4661628A (es) |
| EP (1) | EP0143371B2 (es) |
| JP (1) | JPH0610155B2 (es) |
| KR (1) | KR900001006B1 (es) |
| AR (1) | AR241700A1 (es) |
| AT (1) | ATE32601T1 (es) |
| AU (1) | AU569351B2 (es) |
| CA (1) | CA1226296A (es) |
| DE (2) | DE3469437D1 (es) |
| DK (1) | DK166271C (es) |
| ES (1) | ES8604093A1 (es) |
| FI (1) | FI83073C (es) |
| GR (1) | GR81019B (es) |
| HU (2) | HU196582B (es) |
| IE (1) | IE58430B1 (es) |
| IL (1) | IL73416A (es) |
| IT (1) | IT1208109B (es) |
| NO (1) | NO160359C (es) |
| NZ (1) | NZ210133A (es) |
| PT (1) | PT79527B (es) |
| YU (1) | YU42907B (es) |
| ZA (1) | ZA848639B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1196334B (it) * | 1984-11-22 | 1988-11-16 | Alfa Chem Ital | Processo per la risoluzione ottica di miscugli racemi di acidi alfanaftil-propionici |
| US4912248A (en) * | 1987-05-18 | 1990-03-27 | The Procter & Gamble Company | Novel anti-inflammatory agents, pharmaceutical compositions and methods for reducing inflammation |
| AU611699B2 (en) * | 1987-07-31 | 1991-06-20 | American Home Products Corporation | Naphthalene propionic acid derivatives |
| EP0338645B1 (en) * | 1988-04-21 | 1996-05-22 | Gist-Brocades N.V. | Process for producing an optically active 2-arylpropionic acid |
| IT1271800B (it) * | 1994-12-27 | 1997-06-09 | Zambon Spa | Processo di preparazione degli enantiomeri dell'acido 2- (2-fluoro- 4-bifenil) propionico |
| US6500963B2 (en) | 2001-02-22 | 2002-12-31 | Boehringer Ingelheim Pharma Kg | Process for preparing optically active dihydropyrones |
| DE10108470A1 (de) * | 2001-02-22 | 2002-09-05 | Boehringer Ingelheim Pharma | Verfahren zur Herstellung optisch aktiver Dihydropyrone |
| DE10257761A1 (de) | 2002-12-10 | 2004-06-24 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung optisch aktiver Dihydropyrone |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3553257A (en) * | 1966-09-16 | 1971-01-05 | American Cyanamid Co | Preparation of d-2-amino-1-butanol salts |
| US3904682A (en) * | 1967-01-13 | 1975-09-09 | Syntex Corp | 2-(6{40 -Methoxy-2{40 -naphthyl)acetic acid |
| US3686183A (en) * | 1969-03-24 | 1972-08-22 | Syntex Corp | Preparation of optical isomers of arylalkylacetic acids |
| ZA70809B (en) * | 1969-03-24 | 1971-09-29 | Syntex Corp | Amine salts of 2-(6'-methoxy-2'-naphthyl)propionic acids and processes for the preparation thereof |
| US3651106A (en) * | 1969-09-30 | 1972-03-21 | Syntex Corp | Preparation of 2-(6-methoxy-2-naphthyl)propionic acid -1-propanol and propanal and intermediates therefor |
| US3683015A (en) * | 1970-11-04 | 1972-08-08 | Norman H Dyson | Resolution of 2-(6-methoxy-2-naphthyl)propionic |
| US3904683A (en) * | 1972-08-10 | 1975-09-09 | Syntex Corp | Process for the resolution of d- and 1-2-(6-methoxy-2-naphthyl) propionic acid |
| US4246193A (en) * | 1979-11-26 | 1981-01-20 | Syntex Corporation | Process for the resolution of d,1 2-(6-methoxy-2-naphthyl)propionic acid |
| CH641432A5 (de) * | 1978-07-19 | 1984-02-29 | Syntex Pharma Int | Verfahren zur aufspaltung von racemischer 6-methoxy-alpha-methyl-2-naphthalinessigsaeure in die optischen antipoden. |
| JPS5822139B2 (ja) * | 1979-12-28 | 1983-05-06 | 日清製粉株式会社 | dl−2−(6−メトキシ−2−ナフチル)−プロピオン酸の光学分割法 |
| IT1154663B (it) * | 1980-07-30 | 1987-01-21 | Alfa Chimica Italiana Spa | Procedimento per la risoluzione in antipodi ottici di miscele di acidi d- e l-2-(6-metossi-2-naftil)-propionico |
| FI901487A0 (fi) * | 1981-12-11 | 1990-03-26 | Syntex Pharma Int | Framstaellning av x-arylalkansyror. |
| FI831820A7 (fi) * | 1982-05-27 | 1983-11-28 | Syntex Pharmaceuticals Int | Menetelmä D-2-(6-metoksi-2- naftyyli)propionihapon ja sen farmaseuttisesti hyväksyttävien suolojensekä niiden valmistuksessa käytettävien uusien välituotteiden valmistamiseksi. |
| IT1203605B (it) * | 1985-04-18 | 1989-02-15 | Alfa Chem Ital | Processo per la risoluzione ottica di miscigli racemi di acidi e naftilpropionici |
-
1983
- 1983-11-23 IT IT8303632A patent/IT1208109B/it active
-
1984
- 1984-11-04 IL IL73416A patent/IL73416A/xx not_active IP Right Cessation
- 1984-11-05 ZA ZA848639A patent/ZA848639B/xx unknown
- 1984-11-05 US US06/668,301 patent/US4661628A/en not_active Expired - Lifetime
- 1984-11-07 DE DE8484113430T patent/DE3469437D1/de not_active Expired
- 1984-11-07 EP EP84113430A patent/EP0143371B2/en not_active Expired - Lifetime
- 1984-11-07 NZ NZ210133A patent/NZ210133A/en unknown
- 1984-11-07 DE DE198484113430T patent/DE143371T1/de active Pending
- 1984-11-07 AT AT84113430T patent/ATE32601T1/de not_active IP Right Cessation
- 1984-11-14 AU AU35412/84A patent/AU569351B2/en not_active Ceased
- 1984-11-15 CA CA000467903A patent/CA1226296A/en not_active Expired
- 1984-11-21 PT PT79527A patent/PT79527B/pt not_active IP Right Cessation
- 1984-11-22 FI FI844592A patent/FI83073C/fi not_active IP Right Cessation
- 1984-11-22 ES ES537876A patent/ES8604093A1/es not_active Expired
- 1984-11-22 KR KR1019840007318A patent/KR900001006B1/ko not_active Expired
- 1984-11-22 YU YU1967/84A patent/YU42907B/xx unknown
- 1984-11-22 NO NO844647A patent/NO160359C/no not_active IP Right Cessation
- 1984-11-22 JP JP59247874A patent/JPH0610155B2/ja not_active Expired - Fee Related
- 1984-11-22 IE IE298884A patent/IE58430B1/en not_active IP Right Cessation
- 1984-11-22 HU HU844337A patent/HU196582B/hu not_active IP Right Cessation
- 1984-11-22 GR GR81019A patent/GR81019B/el unknown
- 1984-11-22 HU HU885013A patent/HU199777B/hu not_active IP Right Cessation
- 1984-11-22 DK DK554384A patent/DK166271C/da not_active IP Right Cessation
- 1984-11-23 AR AR84298713A patent/AR241700A1/es active
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC1A | Transfer granted | ||
| FD1A | Patent lapsed |
Effective date: 20041029 |