AR032433A1 - Proceso para la preparacion de un isomero de anillo de 5 miembros 3-sustituido y compuestos intermediarios utiles en el mismo - Google Patents
Proceso para la preparacion de un isomero de anillo de 5 miembros 3-sustituido y compuestos intermediarios utiles en el mismoInfo
- Publication number
- AR032433A1 AR032433A1 ARP000106492A ARP000106492A AR032433A1 AR 032433 A1 AR032433 A1 AR 032433A1 AR P000106492 A ARP000106492 A AR P000106492A AR P000106492 A ARP000106492 A AR P000106492A AR 032433 A1 AR032433 A1 AR 032433A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- produce
- add
- product
- solvent
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 5
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000002904 solvent Substances 0.000 abstract 11
- 239000000203 mixture Substances 0.000 abstract 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 9
- 238000003756 stirring Methods 0.000 abstract 8
- 150000003839 salts Chemical class 0.000 abstract 5
- ONDSBJMLAHVLMI-UHFFFAOYSA-N trimethylsilyldiazomethane Chemical compound C[Si](C)(C)[CH-][N+]#N ONDSBJMLAHVLMI-UHFFFAOYSA-N 0.000 abstract 4
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 3
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001735 carboxylic acids Chemical class 0.000 abstract 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 abstract 2
- MKRTXPORKIRPDG-UHFFFAOYSA-N diphenylphosphoryl azide Chemical compound C=1C=CC=CC=1P(=O)(N=[N+]=[N-])C1=CC=CC=C1 MKRTXPORKIRPDG-UHFFFAOYSA-N 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- 150000002513 isocyanates Chemical class 0.000 abstract 2
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 abstract 2
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 abstract 1
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 abstract 1
- MLIREBYILWEBDM-UHFFFAOYSA-M 2-cyanoacetate Chemical compound [O-]C(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-M 0.000 abstract 1
- YOETUEMZNOLGDB-UHFFFAOYSA-N 2-methylpropyl carbonochloridate Chemical compound CC(C)COC(Cl)=O YOETUEMZNOLGDB-UHFFFAOYSA-N 0.000 abstract 1
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- 238000006000 Knoevenagel condensation reaction Methods 0.000 abstract 1
- OKJPEAGHQZHRQV-UHFFFAOYSA-N Triiodomethane Natural products IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 abstract 1
- YTAHJIFKAKIKAV-XNMGPUDCSA-N [(1R)-3-morpholin-4-yl-1-phenylpropyl] N-[(3S)-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl]carbamate Chemical compound O=C1[C@H](N=C(C2=C(N1)C=CC=C2)C1=CC=CC=C1)NC(O[C@H](CCN1CCOCC1)C1=CC=CC=C1)=O YTAHJIFKAKIKAV-XNMGPUDCSA-N 0.000 abstract 1
- IYGZPNSIEQRRIL-UHFFFAOYSA-M [I-].[Mg+]CC1=CC=CC=C1 Chemical compound [I-].[Mg+]CC1=CC=CC=C1 IYGZPNSIEQRRIL-UHFFFAOYSA-M 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- -1 amine salt Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 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
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- QGEFGPVWRJCFQP-UHFFFAOYSA-M magnesium;methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC=C1 QGEFGPVWRJCFQP-UHFFFAOYSA-M 0.000 abstract 1
- SCEZYJKGDJPHQO-UHFFFAOYSA-M magnesium;methanidylbenzene;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C1=CC=CC=C1 SCEZYJKGDJPHQO-UHFFFAOYSA-M 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 230000000707 stereoselective effect Effects 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/12—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- 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
-
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/28—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/31—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/41—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by carboxyl groups, other than cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/02—Derivatives of isocyanic acid having isocyanate groups bound to acyclic carbon atoms
- C07C265/06—Derivatives of isocyanic acid having isocyanate groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
- C07C265/08—Derivatives of isocyanic acid having isocyanate groups bound to acyclic carbon atoms of an unsaturated carbon skeleton the carbon skeleton containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/41—Preparation of salts of carboxylic acids
- C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/608—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a ring other than a six-membered aromatic ring in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
- C07C69/616—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Un proceso para la preparacion de un isomero de anillo de 5 miembros 3-sustituidos estereoespecíficos de Formula (X) en donde R es alquilo de C1-10 o cicloalquilo de C3-10, y sales farmacéuticamente aceptables de él, dicho proceso comprende: a) agregar un cianoacetato de la formula (A) NC-CH2-CO2R1, en donde R1 es alquilo o bencilo, a una mezcla de una ciclopentanona quiral de la formula (1), un solvente, un ácido carboxílico, y un catalizador de la reaccion de Knoevenagel, y agitar la mezcla en la presencia de un medio para remover el agua para producir el alqueno de la formula (2); (b) agregar el producto del Paso a) precedente a una mezcla de cloruro de bencilmagnesio, bromuro de bencilmagnesio, o yoduro de bencilmagnesio, en un solvente para producir los productos de adicion de las formulas (3a) y (3b); c) agregar los productos del Paso b) precedente a la mezcla de una base seleccionada de hidroxido de potasio, hidroxido de sodio, hidroxido de litio, o hidroxido de cesio en un solvente y agitar, y luego acidificar para producir los ácidos carboxílicos de las formulas (4a) y (4b); o agregar los productos del paso b) precedente a una mezcla de ácidos y agitar para producir los ácidos carboxílicos de las formulas (4a) y (4b); d) poner a los productos del Paso c) precedente en contacto con una amina en un solvente y recristalizar la sal así formada para producir el diastereomero enriquecido de la formula (5) como la sal de amina; e) convertir al producto del Paso d) precedente en un ácido carboxílico de la formula (6); f) agregar el producto del Paso e) precedente a una mezcla de yodometano, un solvente y una base y agitar para producir el éster de la formula (7); o agregar el producto del Paso e) a metanol y un ácido para producir el éter de la formula (7); o agregar el producto del Paso e) precedente a trimetilsilildiazometano y metanol en un solvente para producir el éster de la formula (7); o agregar el producto del Paso e) a una solucion de diazometano o trimetilsilil-diazometano en un solvente para producir el éster de la formula (7); g) agregar el producto del Paso f) a una mezcla de tetracloruro de carbono o acetato de etilo, y acetonitrilo, agua, peryodato de sodio y cloruro de rutenio (III) y agitar para producir el ácido carboxílico de la formula (8); h) agregar el producto del Paso g) a una mezcla de una base de amina terciaria, un solvente una difenilfosforil azida (DPPA), y agitar para producir el isocianato de la formula (9); o agregar el producto del Paso g) precedente a cloroformato de etilo o cloroformato de isobutilo y una base en un solvente a una temperatura de û40 degree C a 78 degree C, y luego agregar una solucion de azida de sodio en agua y tetrahidrofuran o acetona, y luego agregar tolueno o benceno, y refluir para producir el isocianato de la formula (9); i) agregar el producto del Paso h) a una mezcla de un solvente y metanol, y agitar hasta producir el carbamato de la formula (10); j) agregar el producto del Paso i) a una mezcla de un solvente y ácido clorhídrico acuoso, y agitar para producir un compuesto de la formula (11); y k) convertir el producto del Paso j) en un compuesto de la formula (12); y además convertir, si se desea, en una sal farmacéuticamente aceptable por un medio conocido; un compuesto de la formula (4a) util como un intermediario de dicho proceso en donde es alquilo de C1-10 o cicloalquilo de C3-10, y sales farmacéuticamente aceptables de él; y un compuesto de la formula (13) util como un intermediario en dicho proceso en donde R es alquilo C1-10 o cicloalquilo de C3-10, y las sales farmacéuticamente aceptables de él.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16960299P | 1999-12-08 | 1999-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR032433A1 true AR032433A1 (es) | 2003-11-12 |
Family
ID=22616383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP000106492A AR032433A1 (es) | 1999-12-08 | 2000-12-07 | Proceso para la preparacion de un isomero de anillo de 5 miembros 3-sustituido y compuestos intermediarios utiles en el mismo |
Country Status (24)
| Country | Link |
|---|---|
| EP (1) | EP1237847B1 (es) |
| JP (1) | JP2003516378A (es) |
| KR (1) | KR20020060988A (es) |
| CN (2) | CN1407967A (es) |
| AR (1) | AR032433A1 (es) |
| AT (1) | ATE326443T1 (es) |
| AU (1) | AU1808401A (es) |
| BR (1) | BR0016201A (es) |
| CA (1) | CA2392761A1 (es) |
| CO (1) | CO5280085A1 (es) |
| DE (1) | DE60028076T2 (es) |
| DK (1) | DK1237847T3 (es) |
| EA (1) | EA004984B1 (es) |
| ES (1) | ES2264424T3 (es) |
| HU (1) | HUP0203812A3 (es) |
| IL (1) | IL149575A0 (es) |
| MX (1) | MXPA02004829A (es) |
| PE (1) | PE20010927A1 (es) |
| PL (1) | PL355787A1 (es) |
| PT (1) | PT1237847E (es) |
| UY (1) | UY26475A1 (es) |
| WO (1) | WO2001042190A1 (es) |
| YU (1) | YU41602A (es) |
| ZA (1) | ZA200203628B (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1296671B1 (en) * | 2000-06-26 | 2008-03-26 | Warner-Lambert Company LLC | Gabapentin analogues for sleep disorders |
| AR031473A1 (es) * | 2000-11-20 | 2003-09-24 | Lundbeck & Co As H | Intensificadores de gaba en el tratamiento de enfermedades relacionadas con una reducida actividad neuroesteroide |
| US7232924B2 (en) | 2001-06-11 | 2007-06-19 | Xenoport, Inc. | Methods for synthesis of acyloxyalkyl derivatives of GABA analogs |
| US8048917B2 (en) | 2005-04-06 | 2011-11-01 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US6818787B2 (en) | 2001-06-11 | 2004-11-16 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| US7186855B2 (en) | 2001-06-11 | 2007-03-06 | Xenoport, Inc. | Prodrugs of GABA analogs, compositions and uses thereof |
| CA2451267A1 (en) * | 2002-12-13 | 2004-06-13 | Warner-Lambert Company Llc | Pharmaceutical uses for alpha2delta ligands |
| AU2003283718A1 (en) * | 2002-12-13 | 2004-07-09 | Warner-Lambert Company Llc | Gabapentin analogues for fibromyalgia and other related disorders |
| CN101515737B (zh) * | 2008-02-20 | 2010-10-06 | 中国科学院工程热物理研究所 | 应用三甲基叠氮硅烷为发电机定子蒸发冷却介质的方法 |
| CN102557922A (zh) * | 2010-12-20 | 2012-07-11 | 上海药明康德新药开发有限公司 | 顺式-3-羟基-3-甲基环丁基甲酸的合成方法 |
| DE102010055499A1 (de) * | 2010-12-22 | 2011-06-16 | W.C. Heraeus Gmbh | Prozess zur Herstellung von Bendamustinalkylester, Bendarmustin sowie Derivaten davon |
| CN102249833B (zh) * | 2011-05-27 | 2013-12-11 | 中国科学院化学研究所 | 一种制备手性γ-氨基酸及其衍生物的方法 |
| CN117658905A (zh) * | 2023-11-30 | 2024-03-08 | 广西大学 | 一种用于亚硫酸盐可视化检测的荧光探针及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1303059C (zh) * | 1997-10-27 | 2007-03-07 | 沃尼尔·朗伯公司 | 作为药物的环状氨基酸及其衍生物 |
-
2000
- 2000-11-30 CN CN00816813A patent/CN1407967A/zh active Pending
- 2000-11-30 DK DK00980881T patent/DK1237847T3/da active
- 2000-11-30 PL PL00355787A patent/PL355787A1/xx not_active Application Discontinuation
- 2000-11-30 CN CNA2004100628430A patent/CN1607201A/zh active Pending
- 2000-11-30 PT PT00980881T patent/PT1237847E/pt unknown
- 2000-11-30 IL IL14957500A patent/IL149575A0/xx unknown
- 2000-11-30 WO PCT/US2000/032570 patent/WO2001042190A1/en not_active Ceased
- 2000-11-30 DE DE60028076T patent/DE60028076T2/de not_active Expired - Fee Related
- 2000-11-30 AT AT00980881T patent/ATE326443T1/de not_active IP Right Cessation
- 2000-11-30 EA EA200200463A patent/EA004984B1/ru not_active IP Right Cessation
- 2000-11-30 YU YU41602A patent/YU41602A/sh unknown
- 2000-11-30 BR BR0016201-9A patent/BR0016201A/pt not_active IP Right Cessation
- 2000-11-30 JP JP2001543492A patent/JP2003516378A/ja active Pending
- 2000-11-30 EP EP00980881A patent/EP1237847B1/en not_active Expired - Lifetime
- 2000-11-30 MX MXPA02004829A patent/MXPA02004829A/es not_active Application Discontinuation
- 2000-11-30 KR KR1020027007280A patent/KR20020060988A/ko not_active Ceased
- 2000-11-30 ES ES00980881T patent/ES2264424T3/es not_active Expired - Lifetime
- 2000-11-30 HU HU0203812A patent/HUP0203812A3/hu unknown
- 2000-11-30 AU AU18084/01A patent/AU1808401A/en not_active Abandoned
- 2000-11-30 CA CA002392761A patent/CA2392761A1/en not_active Abandoned
- 2000-12-07 CO CO00093678A patent/CO5280085A1/es not_active Application Discontinuation
- 2000-12-07 PE PE2000001314A patent/PE20010927A1/es not_active Application Discontinuation
- 2000-12-07 UY UY26475A patent/UY26475A1/es not_active Application Discontinuation
- 2000-12-07 AR ARP000106492A patent/AR032433A1/es unknown
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2002
- 2002-05-07 ZA ZA200203628A patent/ZA200203628B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL355787A1 (en) | 2004-05-17 |
| WO2001042190A1 (en) | 2001-06-14 |
| ZA200203628B (en) | 2003-08-07 |
| CA2392761A1 (en) | 2001-06-14 |
| CN1607201A (zh) | 2005-04-20 |
| EP1237847B1 (en) | 2006-05-17 |
| KR20020060988A (ko) | 2002-07-19 |
| ATE326443T1 (de) | 2006-06-15 |
| EP1237847A1 (en) | 2002-09-11 |
| ES2264424T3 (es) | 2007-01-01 |
| DK1237847T3 (da) | 2006-09-04 |
| EA200200463A1 (ru) | 2002-12-26 |
| AU1808401A (en) | 2001-06-18 |
| PE20010927A1 (es) | 2001-09-08 |
| HUP0203812A3 (en) | 2004-12-28 |
| CN1407967A (zh) | 2003-04-02 |
| CO5280085A1 (es) | 2003-05-30 |
| IL149575A0 (en) | 2002-11-10 |
| HUP0203812A2 (hu) | 2003-03-28 |
| PT1237847E (pt) | 2006-08-31 |
| UY26475A1 (es) | 2001-01-31 |
| YU41602A (sh) | 2005-07-19 |
| DE60028076T2 (de) | 2006-11-02 |
| EA004984B1 (ru) | 2004-10-28 |
| JP2003516378A (ja) | 2003-05-13 |
| BR0016201A (pt) | 2002-08-13 |
| DE60028076D1 (de) | 2006-06-22 |
| MXPA02004829A (es) | 2003-10-14 |
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