PE20000477A1 - Procedimiento para la preparacion de (s,s)-bencil-2,8-diazabiciclo[4.3.0)nonano - Google Patents
Procedimiento para la preparacion de (s,s)-bencil-2,8-diazabiciclo[4.3.0)nonanoInfo
- Publication number
- PE20000477A1 PE20000477A1 PE1999000379A PE00037999A PE20000477A1 PE 20000477 A1 PE20000477 A1 PE 20000477A1 PE 1999000379 A PE1999000379 A PE 1999000379A PE 00037999 A PE00037999 A PE 00037999A PE 20000477 A1 PE20000477 A1 PE 20000477A1
- Authority
- PE
- Peru
- Prior art keywords
- diazabicyclo
- preparation
- nonane
- benzyl
- nonano
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- AFYZAHZKOFBVLE-UONOGXRCSA-N (4as,7as)-6-benzyl-1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridine Chemical compound C([C@H]1NCCC[C@H]1C1)N1CC1=CC=CC=C1 AFYZAHZKOFBVLE-UONOGXRCSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 235000011002 L(+)-tartaric acid Nutrition 0.000 abstract 1
- 239000001358 L(+)-tartaric acid Substances 0.000 abstract 1
- FEWJPZIEWOKRBE-LWMBPPNESA-N L-(+)-Tartaric acid Natural products OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 abstract 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- FABPRXSRWADJSP-MEDUHNTESA-N moxifloxacin Chemical compound COC1=C(N2C[C@H]3NCCC[C@H]3C2)C(F)=CC(C(C(C(O)=O)=C2)=O)=C1N2C1CC1 FABPRXSRWADJSP-MEDUHNTESA-N 0.000 abstract 1
- 229960003702 moxifloxacin Drugs 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
SE REFIERE A UN PROCEDIMIENTO PARA LA PREPARACION DE (S,S)-8-BENCIL-2,8-DIAZABICICLO[4.3.0]NONANO, CARACTERIZADO PORQUE COMPRENDE HACER REACCIONAR UNA MEZCLA DE ENANTIOMEROS DE (S,S)-8-BENCIL-2,8-DIAZABICICLO[4.3.0]NONANO Y (R,R)-8-BENCIL-2,8-DIAZABICICLO[4.3.0]NONANO EN UNA RELACION MOLAR DE 99:1 A 40:60; CON UN ACIDO L-(+)-TARTARICO EN UNA MEZCLA DE DISOLVENTES ALCOHOL/AGUA Y LA TEMPERATURA DE REACCION ES DE 20°C A 110°C; LUEGO SE PUEDE REALIZAR UNA SIEMBRA CON L-(+)-TARTRATO DE (S,S)-8-BENCIL-2,8-DIAZABICICLO[4.3.0]NONANO; Y SE PUEDE PURIFICAR POR RECRISTALIZACION EN UNA MEZCLA DE ALCOHOL/AGUA. EL COMPUESTO REPRESENTA UN INTERMEDIO PARA LA PREPARACION DEL (S,S)-2,8-DIAZABICICLO[4.3.0]NONANO EL QUE SE UTILIZA PARA LA PREPARACION DEL ANTIBIOTICO MOXIFLOXACINA
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19821039A DE19821039A1 (de) | 1998-05-11 | 1998-05-11 | Verfahren zur Herstellung von (S,S)-Benzyl-2,8-diazabicyclo[4.3.0]nonan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20000477A1 true PE20000477A1 (es) | 2000-07-07 |
Family
ID=7867389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE1999000379A PE20000477A1 (es) | 1998-05-11 | 1999-05-10 | Procedimiento para la preparacion de (s,s)-bencil-2,8-diazabiciclo[4.3.0)nonano |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6235908B1 (es) |
| EP (1) | EP1077979B1 (es) |
| JP (1) | JP4554076B2 (es) |
| AR (1) | AR019123A1 (es) |
| AU (1) | AU3824599A (es) |
| CA (1) | CA2331526C (es) |
| CO (1) | CO4830459A1 (es) |
| DE (2) | DE19821039A1 (es) |
| ES (1) | ES2245101T3 (es) |
| PE (1) | PE20000477A1 (es) |
| SV (1) | SV1999000060A (es) |
| UY (1) | UY25501A1 (es) |
| WO (1) | WO1999058532A1 (es) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HK1049656A1 (zh) * | 1999-10-08 | 2003-05-23 | Smithkline Beecham Corporation | Fab i抑制剂 |
| US6476046B1 (en) | 2000-12-04 | 2002-11-05 | Sepracor, Inc. | Diazabicyclo[4.3.0]nonanes, and methods of use thereof |
| DK1560584T3 (da) * | 2001-04-06 | 2009-05-18 | Affinium Pharm Inc | Fab I inhibitorer |
| ES2518316T3 (es) * | 2002-12-06 | 2014-11-05 | Debiopharm International Sa | Compuestos heterocíclicos, métodos de fabricación de los mismos y su uso en terapia |
| CA2519429C (en) | 2003-03-17 | 2013-08-06 | Affinium Pharmaceuticals, Inc. | Pharmaceutical compositions comprising inhibitors of fab i and further antibiotics |
| SI1828167T1 (sl) * | 2004-06-04 | 2014-12-31 | Debiopharm International Sa Forum "Apres-Demain" | Akrilamidni derivati kot anitibiotična sredstva |
| WO2007067416A2 (en) * | 2005-12-05 | 2007-06-14 | Affinium Pharmaceuticals, Inc. | Heterocyclylacrylamide compounds as fabi inhibitors and antibacterial agents |
| CA2658506C (en) | 2006-07-20 | 2016-01-26 | Affinium Pharmaceuticals, Inc. | Acrylamide derivatives as fab 1 inhibitors |
| KR20150048920A (ko) * | 2006-11-13 | 2015-05-07 | 씨아이피엘에이 엘티디. | 목시플록사신 염산염의 합성방법 |
| US7692015B2 (en) * | 2007-01-05 | 2010-04-06 | Zheqing Wang | Economical process for preparing (S, S)-2, 8-diazabicyclo[4.3.0]nonane and its enantiomer |
| EP2125802A4 (en) | 2007-02-16 | 2014-08-20 | Debiopharm Int Sa | SALTS, PRODRUGS AND POLYMORPHES OF FAB I INHIBITORS |
| WO2009125425A2 (en) * | 2008-02-08 | 2009-10-15 | Neuland Laboratories Ltd | Improved process for the preparation of (s.s)-2.8-diazabicyclo[4.3.0]nonane |
| IT1393337B1 (it) | 2009-03-06 | 2012-04-20 | Italiana Sint Spa | Sintesi di (4as, 7as)-ottaidro-1h-pirrolo[3,4-b]piridina |
| CN103044418B (zh) * | 2011-10-14 | 2015-02-04 | 上海朴颐化学科技有限公司 | (s,s)-2,8-二氮杂双环[4,3,0]壬烷的不对称合成方法、相关原料及制备方法 |
| LT2861608T (lt) | 2012-06-19 | 2019-07-10 | Debiopharm International Sa | (e)-n-metil-n-((3-metilbenzofuran-2-il)metil)-3-(7-okso-5,6,7,8-tetrahidro-1,8-nafthidrin-3-il)akrilamido provaisto dariniai |
| WO2017144717A1 (en) | 2016-02-26 | 2017-08-31 | Debiopharm International S.A. | Medicament for treatment of diabetic foot infections |
| CA3129508A1 (en) | 2019-02-14 | 2020-08-20 | Debiopharm International S.A. | Solid formulations of afabicin with histidine |
| UA129222C2 (uk) | 2019-06-14 | 2025-02-12 | Дебіофарм Інтернешнл С.А. | Лікарський засіб і його застосування для лікування бактеріальних інфекцій, пов'язаних з біоплівкою |
| CN112574197B (zh) * | 2020-12-07 | 2021-12-31 | 泰安汉威集团有限公司 | 一种化合物c的手性纯化方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB354975A (en) * | 1929-07-19 | 1931-08-20 | Ig Farbenindustrie Ag | Manufacture of optically active phenylpropanol-methylamines |
| HU194221B (en) * | 1985-04-19 | 1988-01-28 | Richter Gedeon Vegyeszet | Process for preparing novel octahydro-indolo/2,3-a/quinoline derivative and pharmaceutical comprising this compound |
| JPH0285235A (ja) * | 1988-09-22 | 1990-03-26 | Kohjin Co Ltd | 光学活性アミノアルコール類の製法 |
| JP2995704B2 (ja) * | 1989-02-17 | 1999-12-27 | 東京化成工業株式会社 | 光学活性な１ｈ−３−アミノピロリジン化合物の製造法 |
| IT1231158B (it) * | 1989-07-20 | 1991-11-19 | Dompe Farmaceutici Spa | Procedimento per la risoluzione ottica della dropropizina. |
| ATE120746T1 (de) * | 1991-01-31 | 1995-04-15 | Pfizer | Recematspaltung von trans-2-(2-pyrimidinyl)-7- (hydroxymethyl)octahydro-2h-pyrido(1,2-a>- pyrazin. |
| TW209865B (es) * | 1992-01-10 | 1993-07-21 | Bayer Ag | |
| DE4234078A1 (de) * | 1992-10-09 | 1994-04-14 | Bayer Ag | Chinoloncarbonsäuren |
| DE4234330A1 (de) * | 1992-10-12 | 1994-04-14 | Bayer Ag | Chinoloncarbonsäuren |
| NO301165B1 (no) * | 1992-12-25 | 1997-09-22 | Daiichi Seiyaku Co | Bicykliske aminderivater og antibakterielle midler inneholdende disse |
| US5686614A (en) * | 1995-04-11 | 1997-11-11 | Neurogen Corporation | Preparation of chiral 5-aminocarbonyl-5H-dibenzo a,d!cyclohepten-5,10-imines by optical resolution |
| DE19601745C1 (de) * | 1996-01-19 | 1997-10-09 | Gruenenthal Gmbh | Verfahren zur Racematspaltung von Tramadol |
-
1998
- 1998-05-11 DE DE19821039A patent/DE19821039A1/de not_active Ceased
-
1999
- 1999-04-28 WO PCT/EP1999/002860 patent/WO1999058532A1/de not_active Ceased
- 1999-04-28 JP JP2000548336A patent/JP4554076B2/ja not_active Expired - Lifetime
- 1999-04-28 EP EP99920805A patent/EP1077979B1/de not_active Expired - Lifetime
- 1999-04-28 CA CA2331526A patent/CA2331526C/en not_active Expired - Lifetime
- 1999-04-28 AU AU38245/99A patent/AU3824599A/en not_active Abandoned
- 1999-04-28 ES ES99920805T patent/ES2245101T3/es not_active Expired - Lifetime
- 1999-04-28 DE DE59912242T patent/DE59912242D1/de not_active Expired - Lifetime
- 1999-04-28 US US09/700,107 patent/US6235908B1/en not_active Expired - Lifetime
- 1999-04-30 AR ARP990102026A patent/AR019123A1/es unknown
- 1999-05-07 UY UY25501A patent/UY25501A1/es not_active Application Discontinuation
- 1999-05-10 CO CO99028729A patent/CO4830459A1/es unknown
- 1999-05-10 PE PE1999000379A patent/PE20000477A1/es not_active Application Discontinuation
- 1999-05-11 SV SV1999000060A patent/SV1999000060A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2331526C (en) | 2011-09-13 |
| EP1077979A1 (de) | 2001-02-28 |
| JP2002514648A (ja) | 2002-05-21 |
| DE59912242D1 (de) | 2005-08-11 |
| EP1077979B1 (de) | 2005-07-06 |
| JP4554076B2 (ja) | 2010-09-29 |
| WO1999058532A1 (de) | 1999-11-18 |
| CO4830459A1 (es) | 1999-08-30 |
| UY25501A1 (es) | 1999-11-17 |
| DE19821039A1 (de) | 1999-11-18 |
| US6235908B1 (en) | 2001-05-22 |
| AU3824599A (en) | 1999-11-29 |
| AR019123A1 (es) | 2001-12-26 |
| CA2331526A1 (en) | 1999-11-18 |
| ES2245101T3 (es) | 2005-12-16 |
| SV1999000060A (es) | 1999-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |