METODO PARA LA PREPARACION DE (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y (1R,4S), 1-AZABICICLO [2.2.1] HEPTANO-3-ONA
SE REFIERE A UN PROCEDIMIENTO DE RESOLUCION DE ISOMEROS QUE COMPRENDE: a)DISOLVER UNA MEZCLA DE (1R, 4S) Y (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA EN UN SOLVENTE DE CRISTALIZACION PROTICO Y/O APROTICO, DE PREFERENCIA ACETONITRILO, ACETATO DE ETILO Y ALCOHOL ISOPROPILICO Y FORMACION DE UNA MEZCLA...
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| creator | SOBIERAY, DENIS M |
| description | SE REFIERE A UN PROCEDIMIENTO DE RESOLUCION DE ISOMEROS QUE COMPRENDE: a)DISOLVER UNA MEZCLA DE (1R, 4S) Y (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA EN UN SOLVENTE DE CRISTALIZACION PROTICO Y/O APROTICO, DE PREFERENCIA ACETONITRILO, ACETATO DE ETILO Y ALCOHOL ISOPROPILICO Y FORMACION DE UNA MEZCLA SEPARABLE; b)COMBINAR CON UN ISOMERO DE DI-P-TOLUIL ACIDO TARTARICO DE MODO QUE ESTEN PRESENTES UNO DE LOS PARES DE COMPUESTOS b)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3 ONA Y DI-P-TOLUIL-L-ACIDO TARTARICO o b)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y DI-P-TOLUIL-D-ACIDO TARTARICO; c)FORMACION Y SEPARACION DEL PRECIPITADO, COMPUESTO POR c)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA, HEMISAL DI-P-TOLUIL-L-ACIDO TARTARICO o c)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO 3-ONA HEMISAL DI-P-TOLUIL-D-ACIDO TARTARICO, Y DONDE SE OBTIENE UN PRECIPITADO COMPUESTO POR c)1) SI LA MEZCLA CONTIENE b)1) o c)2) SI LA MEZCLA CONTIENE b)2), LA HEMISAL MENCIONADA POSEE UNA PUREZA ISOMERA AUMENTADA RELATIVA AL ISOMERO DESEADO ANTEDICHO DE (+/-)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA
PCT No. PCT/US98/01413 Sec. 371 Date Sep. 29, 1999 Sec. 102(e) Date Sep. 29, 1999 PCT Filed Jan. 27, 1998 PCT Pub. No. WO98/32759 PCT Pub. Date Jul. 30, 1998Racemic (+/-)-1-azobicyclo[2.2.1]heptan-3-one may be efficiently resolved into its (1S,4R)- and (1R,4S)-1-azabicyclo[2.2.1]heptan-3-one isomers by formation of di-p-toluoyl hemitartrate salts by combination with di-p-toluoyl-L-tartaric acid and di-p-toluoyl-D-tartaric acid, respectively. Selective crystallization using one of the di-p-toluoyltartaric acids in less than stoichiometric amount in a suitable solvent mixture allows isolation of the desired isomer as its respective di-p-toluoyl hemitartrate in high isomeric purity. The isolated hemitartrates are storage stable and may be used as such in the preparation of pharmaceuticals and other biologically active compounds, or may be used to provide the free base of the respective 1-azabicyclo[2.2.1]heptan-3-one isomer. |
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PCT No. PCT/US98/01413 Sec. 371 Date Sep. 29, 1999 Sec. 102(e) Date Sep. 29, 1999 PCT Filed Jan. 27, 1998 PCT Pub. No. WO98/32759 PCT Pub. Date Jul. 30, 1998Racemic (+/-)-1-azobicyclo[2.2.1]heptan-3-one may be efficiently resolved into its (1S,4R)- and (1R,4S)-1-azabicyclo[2.2.1]heptan-3-one isomers by formation of di-p-toluoyl hemitartrate salts by combination with di-p-toluoyl-L-tartaric acid and di-p-toluoyl-D-tartaric acid, respectively. Selective crystallization using one of the di-p-toluoyltartaric acids in less than stoichiometric amount in a suitable solvent mixture allows isolation of the desired isomer as its respective di-p-toluoyl hemitartrate in high isomeric purity. The isolated hemitartrates are storage stable and may be used as such in the preparation of pharmaceuticals and other biologically active compounds, or may be used to provide the free base of the respective 1-azabicyclo[2.2.1]heptan-3-one isomer.</description><language>spa</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>1999</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19990614&DB=EPODOC&CC=PE&NR=57299A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,309,782,887,25573,76557</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19990614&DB=EPODOC&CC=PE&NR=57299A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>SOBIERAY, DENIS M</creatorcontrib><title>METODO PARA LA PREPARACION DE (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y (1R,4S), 1-AZABICICLO [2.2.1] HEPTANO-3-ONA</title><description>SE REFIERE A UN PROCEDIMIENTO DE RESOLUCION DE ISOMEROS QUE COMPRENDE: a)DISOLVER UNA MEZCLA DE (1R, 4S) Y (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA EN UN SOLVENTE DE CRISTALIZACION PROTICO Y/O APROTICO, DE PREFERENCIA ACETONITRILO, ACETATO DE ETILO Y ALCOHOL ISOPROPILICO Y FORMACION DE UNA MEZCLA SEPARABLE; b)COMBINAR CON UN ISOMERO DE DI-P-TOLUIL ACIDO TARTARICO DE MODO QUE ESTEN PRESENTES UNO DE LOS PARES DE COMPUESTOS b)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3 ONA Y DI-P-TOLUIL-L-ACIDO TARTARICO o b)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y DI-P-TOLUIL-D-ACIDO TARTARICO; c)FORMACION Y SEPARACION DEL PRECIPITADO, COMPUESTO POR c)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA, HEMISAL DI-P-TOLUIL-L-ACIDO TARTARICO o c)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO 3-ONA HEMISAL DI-P-TOLUIL-D-ACIDO TARTARICO, Y DONDE SE OBTIENE UN PRECIPITADO COMPUESTO POR c)1) SI LA MEZCLA CONTIENE b)1) o c)2) SI LA MEZCLA CONTIENE b)2), LA HEMISAL MENCIONADA POSEE UNA PUREZA ISOMERA AUMENTADA RELATIVA AL ISOMERO DESEADO ANTEDICHO DE (+/-)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA
PCT No. PCT/US98/01413 Sec. 371 Date Sep. 29, 1999 Sec. 102(e) Date Sep. 29, 1999 PCT Filed Jan. 27, 1998 PCT Pub. No. WO98/32759 PCT Pub. Date Jul. 30, 1998Racemic (+/-)-1-azobicyclo[2.2.1]heptan-3-one may be efficiently resolved into its (1S,4R)- and (1R,4S)-1-azabicyclo[2.2.1]heptan-3-one isomers by formation of di-p-toluoyl hemitartrate salts by combination with di-p-toluoyl-L-tartaric acid and di-p-toluoyl-D-tartaric acid, respectively. Selective crystallization using one of the di-p-toluoyltartaric acids in less than stoichiometric amount in a suitable solvent mixture allows isolation of the desired isomer as its respective di-p-toluoyl hemitartrate in high isomeric purity. The isolated hemitartrates are storage stable and may be used as such in the preparation of pharmaceuticals and other biologically active compounds, or may be used to provide the free base of the respective 1-azabicyclo[2.2.1]heptan-3-one isomer.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1999</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZCj3dQ3xd_FXCHAMclTwcVQICHIFMZ09_f0UXFwVNAyDdRRMgjR1DXUdoxydPJ09nX38FaKN9Iz0DGMVPFwDQhz9_HWNdf39HBUigaqDdEyCNXUUCKvmYWBNS8wpTuWF0twMcm6uIc4euqkF-fGpxQWJyal5qSXxAa6m5kaWlo6GxgQVAABoIDV8</recordid><startdate>19990614</startdate><enddate>19990614</enddate><creator>SOBIERAY, DENIS M</creator><scope>EVB</scope></search><sort><creationdate>19990614</creationdate><title>METODO PARA LA PREPARACION DE (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y (1R,4S), 1-AZABICICLO [2.2.1] HEPTANO-3-ONA</title><author>SOBIERAY, DENIS M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_PE57299A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>spa</language><creationdate>1999</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>SOBIERAY, DENIS M</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>SOBIERAY, DENIS M</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>METODO PARA LA PREPARACION DE (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y (1R,4S), 1-AZABICICLO [2.2.1] HEPTANO-3-ONA</title><date>1999-06-14</date><risdate>1999</risdate><abstract>SE REFIERE A UN PROCEDIMIENTO DE RESOLUCION DE ISOMEROS QUE COMPRENDE: a)DISOLVER UNA MEZCLA DE (1R, 4S) Y (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA EN UN SOLVENTE DE CRISTALIZACION PROTICO Y/O APROTICO, DE PREFERENCIA ACETONITRILO, ACETATO DE ETILO Y ALCOHOL ISOPROPILICO Y FORMACION DE UNA MEZCLA SEPARABLE; b)COMBINAR CON UN ISOMERO DE DI-P-TOLUIL ACIDO TARTARICO DE MODO QUE ESTEN PRESENTES UNO DE LOS PARES DE COMPUESTOS b)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3 ONA Y DI-P-TOLUIL-L-ACIDO TARTARICO o b)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y DI-P-TOLUIL-D-ACIDO TARTARICO; c)FORMACION Y SEPARACION DEL PRECIPITADO, COMPUESTO POR c)1) (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA, HEMISAL DI-P-TOLUIL-L-ACIDO TARTARICO o c)2) (1R, 4S)-1-AZABICICLO [2.2.1] HEPTANO 3-ONA HEMISAL DI-P-TOLUIL-D-ACIDO TARTARICO, Y DONDE SE OBTIENE UN PRECIPITADO COMPUESTO POR c)1) SI LA MEZCLA CONTIENE b)1) o c)2) SI LA MEZCLA CONTIENE b)2), LA HEMISAL MENCIONADA POSEE UNA PUREZA ISOMERA AUMENTADA RELATIVA AL ISOMERO DESEADO ANTEDICHO DE (+/-)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA
PCT No. PCT/US98/01413 Sec. 371 Date Sep. 29, 1999 Sec. 102(e) Date Sep. 29, 1999 PCT Filed Jan. 27, 1998 PCT Pub. No. WO98/32759 PCT Pub. Date Jul. 30, 1998Racemic (+/-)-1-azobicyclo[2.2.1]heptan-3-one may be efficiently resolved into its (1S,4R)- and (1R,4S)-1-azabicyclo[2.2.1]heptan-3-one isomers by formation of di-p-toluoyl hemitartrate salts by combination with di-p-toluoyl-L-tartaric acid and di-p-toluoyl-D-tartaric acid, respectively. Selective crystallization using one of the di-p-toluoyltartaric acids in less than stoichiometric amount in a suitable solvent mixture allows isolation of the desired isomer as its respective di-p-toluoyl hemitartrate in high isomeric purity. The isolated hemitartrates are storage stable and may be used as such in the preparation of pharmaceuticals and other biologically active compounds, or may be used to provide the free base of the respective 1-azabicyclo[2.2.1]heptan-3-one isomer.</abstract><oa>free_for_read</oa></addata></record> |
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| subjects | CHEMISTRY HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS |
| title | METODO PARA LA PREPARACION DE (1S, 4R)-1-AZABICICLO [2.2.1] HEPTANO-3-ONA Y (1R,4S), 1-AZABICICLO [2.2.1] HEPTANO-3-ONA |
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