CO4560550A1 - Proceso para preparar intermediarios de florfenicol - Google Patents
Proceso para preparar intermediarios de florfenicolInfo
- Publication number
- CO4560550A1 CO4560550A1 CO97047276A CO97047276A CO4560550A1 CO 4560550 A1 CO4560550 A1 CO 4560550A1 CO 97047276 A CO97047276 A CO 97047276A CO 97047276 A CO97047276 A CO 97047276A CO 4560550 A1 CO4560550 A1 CO 4560550A1
- Authority
- CO
- Colombia
- Prior art keywords
- compound
- formula
- alkyl
- see
- prepare
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- AYIRNRDRBQJXIF-NXEZZACHSA-N (-)-Florfenicol Chemical compound CS(=O)(=O)C1=CC=C([C@@H](O)[C@@H](CF)NC(=O)C(Cl)Cl)C=C1 AYIRNRDRBQJXIF-NXEZZACHSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- 239000003638 chemical reducing agent Substances 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings 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
- C07D263/28—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1. UN PROCESO PARA PREPARAR UN COMPUESTO DE FORMULA (I);VER FIGURA I DONDE R ES H,NO2,CH3S,CH3SO2,O C4 A C6 ALQUILO Y RANDm ES ARILO, HALOARILO, BENCILO, BENCILO SUSTITUIDO, C1 A C6 ALQUILO C3 A C7 CICLOALQUILO, HALOALQUILO Y LA CONFIGURACION DEL ANILLO OXANO- LIDINA ES 4R TRANS: QUE COMPRENDE: A) CONTACTAR UN COMPUESTO DE FORMULA II: VER FIGURA II DONDE R ESCOMO DESCRIBE ANTERIORMENTE, Y R ES H, C1 A C6 ALQUILO, C3 A C7 CICLOALQUILO, BENCILO, BENCILO SUSUTITUIDO O ARILO; CON UN AGENTE REDUCTOR TAL COMO BOHIDRURO DE POTASIO, EN UN RECIPIENTE DE REACCION ADECUADO, PARA OBTENER UN COMPUESTO DE FORMULA III: VER FIGURA III DONDE R ES COMO SE DESCRIBE ANTERIORMENTE, Y B) LUEGO REACCIONA EN EL MISMO RECIPIENTE DE REACCION ADECUADO, PARA OBTENER UN COMPUESTO DE LA FORMULA IV: R´´---C=N PARA OBTENER UN COMPUESTO DE FORMULA I. 2. UN PROCESO DE ACUERDO CON LA REIVINDICACION 1 DONDE EL AGENTE REDUCTOR ES BOHIDURO DE POTASIO. O
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/699,271 US5663361A (en) | 1996-08-19 | 1996-08-19 | Process for preparing intermediates to florfenicol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO4560550A1 true CO4560550A1 (es) | 1998-02-10 |
Family
ID=24808601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO97047276A CO4560550A1 (es) | 1996-08-19 | 1997-08-15 | Proceso para preparar intermediarios de florfenicol |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US5663361A (es) |
| EP (1) | EP0922040B2 (es) |
| JP (1) | JP3274868B2 (es) |
| KR (1) | KR100286851B1 (es) |
| CN (1) | CN1097583C (es) |
| AR (1) | AR008298A1 (es) |
| AT (1) | ATE283847T1 (es) |
| AU (1) | AU714495B2 (es) |
| BR (1) | BR9711318B1 (es) |
| CA (1) | CA2264116C (es) |
| CO (1) | CO4560550A1 (es) |
| CZ (1) | CZ297915B6 (es) |
| DE (1) | DE69731835T3 (es) |
| DK (1) | DK0922040T3 (es) |
| ES (1) | ES2234026T5 (es) |
| HU (1) | HU229610B1 (es) |
| ID (1) | ID18047A (es) |
| IL (1) | IL128574A (es) |
| MY (1) | MY115679A (es) |
| NO (1) | NO312962B1 (es) |
| NZ (1) | NZ334111A (es) |
| PE (1) | PE99798A1 (es) |
| PL (2) | PL198553B1 (es) |
| PT (1) | PT922040E (es) |
| SI (1) | SI0922040T1 (es) |
| SK (1) | SK286124B6 (es) |
| TR (2) | TR199900354T2 (es) |
| TW (1) | TW381075B (es) |
| WO (1) | WO1998007709A1 (es) |
| ZA (1) | ZA977406B (es) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1173933C (zh) * | 2001-06-01 | 2004-11-03 | 中国科学院上海有机化学研究所 | 一种从l型取代苯丝氨酸酯制备d-(-)-苏式1-r-取代苯基-2-二氯乙酰氨基-3-氟-1-丙醇的方法 |
| BR0308289A (pt) * | 2002-03-08 | 2005-01-11 | Schering Plough Ltd | Antibióticos do tipo florfenicol |
| MY146351A (en) | 2003-05-29 | 2012-08-15 | Schering Plough Ltd | Compositions for treating infection in cattle and swine |
| US7439268B2 (en) * | 2003-07-18 | 2008-10-21 | Idexx Laboratories | Compositions containing prodrugs of florfenicol and methods of use |
| US20050049210A1 (en) * | 2003-08-27 | 2005-03-03 | Idexx Laboratories, Inc. | Methods for the controlled delivery of pharmacologically active compounds |
| US7126005B2 (en) * | 2003-10-06 | 2006-10-24 | Aurobindo Pharma Limited | Process for preparing florfenicol |
| ES2320360T3 (es) | 2004-08-13 | 2009-05-21 | Schering-Plough Ltd. | Formulacion farmaceutica que comprende un antibiotico, un triazol y un corticosteroide. |
| US7312248B2 (en) | 2004-09-23 | 2007-12-25 | Schering-Plough Animal Health Corporation | Control of parasites in animals by the use of novel trifluoromethanesulfonanilide oxime ether derivatives |
| EP1811841B1 (en) * | 2004-11-19 | 2009-10-28 | Schering-Plough Ltd. | Control of parasites in animals by the use of parasiticidal 2-phenyl-3-(1h-pyrrol-2-yl) acrylonitrile derivatives |
| ATE411046T1 (de) * | 2004-12-21 | 2008-10-15 | Intervet Int Bv | Injizierbare veterinärmedizinische zusammensetzung enthaltend florfenicol |
| US20060281695A1 (en) * | 2005-06-09 | 2006-12-14 | Schering-Plough Animal Health Corporation | Control of parasites in animals by N-[(phenyloxy)phenyl]-1,1,1-trifluoromethanesulfonamide and N-[(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide derivatives |
| EP1934189A2 (en) | 2005-09-07 | 2008-06-25 | Schering-Plough Ltd. | A process for preparing oxazolidine protected aminodiol compounds useful as intermediates to florfenicol |
| US8119667B2 (en) * | 2005-12-29 | 2012-02-21 | Schering-Plough Animal Health Corporation | Carbonates of fenicol antibiotics |
| US7518017B2 (en) | 2006-02-17 | 2009-04-14 | Idexx Laboratories | Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds |
| US20070238700A1 (en) * | 2006-04-10 | 2007-10-11 | Winzenberg Kevin N | N-phenyl-1,1,1-trifluoromethanesulfonamide hydrazone derivative compounds and their usage in controlling parasites |
| EP2091909A1 (en) * | 2006-12-13 | 2009-08-26 | Schering-Plough Ltd. | Water-soluble prodrugs of florfenicol and its analogs |
| CA2672795A1 (en) * | 2006-12-13 | 2008-06-26 | Schering-Plough Ltd. | Water-soluble prodrugs of chloramphenicol, thiamphenicol, and analogs thereof |
| BRPI0810601A2 (pt) * | 2007-04-27 | 2014-10-21 | Schering Plough Ltd | Compostos e métodos para aumento da solubilidade de florfenicol e antibióticos estruturalmente relacionados usando ciclodextrinas |
| CN101784534A (zh) * | 2007-05-30 | 2010-07-21 | 先灵-普劳有限公司 | 制备可用作氟苯尼考中间体的*唑啉保护的氨基二醇化合物的方法 |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| EP2957284B1 (en) | 2007-06-27 | 2018-01-17 | E. I. du Pont de Nemours and Company | Animal pest control method |
| CA2693922A1 (en) * | 2007-07-25 | 2009-01-29 | Intervet International B.V. | Process for preparing oxazolidine-and oxazolidinone-aminodiols |
| US7550625B2 (en) * | 2007-10-19 | 2009-06-23 | Idexx Laboratories | Esters of florfenicol |
| CN101909600A (zh) * | 2007-11-09 | 2010-12-08 | 英特维特国际股份有限公司 | 速释固体制剂、其制备及其应用 |
| TWI401023B (zh) | 2008-02-06 | 2013-07-11 | Du Pont | 中離子農藥 |
| CN102131772B (zh) * | 2008-07-30 | 2015-03-11 | 英特威国际有限公司 | 用作氟苯尼考的中间体的*唑啉-保护的氨基二醇化合物的制备方法 |
| MX2012001646A (es) | 2009-08-05 | 2012-03-21 | Du Pont | Pesticidas mesoionicos. |
| UA110924C2 (uk) | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
| CN102686570A (zh) | 2009-08-05 | 2012-09-19 | 杜邦公司 | 介离子杀虫剂 |
| UA107804C2 (en) | 2009-08-05 | 2015-02-25 | Du Pont | Mixtures of pesticides mezoionnyh |
| BRPI1002023A2 (pt) | 2010-03-01 | 2011-10-25 | Nanocore Biotecnologia S A | forma farmacêutica sólida de dissolução rápida para tratamento de infecções bacterianas |
| MX2012013758A (es) | 2010-05-27 | 2013-01-24 | Du Pont | Forma cristalina de 4-[5-[3-cloro-5-trifluorometil)fenil]-4,5-dihi dro-5-(trifluorometil)-3-isoxazolil]-n-[2-oxo-2-[(2,2,2-trifluoro etil)amino]etil]-1-naftalenocarboxamida. |
| WO2012087630A1 (en) | 2010-12-20 | 2012-06-28 | E.I. Du Pont De Nemours And Company | Pyridine and pyrimidine compounds for controlling invertebrate |
| WO2013158422A1 (en) | 2012-04-17 | 2013-10-24 | E. I. Du Pont De Nemours And Company | Heterocyclic compounds for controlling invertebrate pests |
| CN102911133B (zh) * | 2012-10-31 | 2014-07-02 | 绍兴民生医药有限公司 | (4r,5r)-2-二氯甲基-4,5-二氢-5-(4-甲砜基苯基)-4-恶唑甲醇的纯化方法 |
| CN103254147B (zh) * | 2013-04-19 | 2016-04-06 | 浙江科技学院 | 一种d-苏式-2-(二氯甲基)-4,5-二氢-5-[对-(甲砜基)苯基]-4-噁唑甲醇的制备方法 |
| CN106278964B (zh) * | 2016-07-31 | 2018-01-16 | 浙江润康药业有限公司 | 氟苯尼考的制备方法 |
| CN106631872A (zh) * | 2016-12-13 | 2017-05-10 | 浙江普洛家园药业有限公司 | 一种氟苯尼考类似物中间体的合成方法 |
| CN110272856B (zh) * | 2019-05-08 | 2022-05-03 | 江南大学 | 一种表达d-苏氨酸醛缩酶的重组菌及其构建方法与应用 |
| CN117466787B (zh) * | 2023-12-28 | 2024-03-22 | 山东国邦药业有限公司 | 一种氟苯尼考中间体的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2759001A (en) * | 1952-03-01 | 1956-08-14 | Parke Davis & Co | Process for the production of delta2-oxazolines |
| US4361557A (en) * | 1980-01-28 | 1982-11-30 | Schering Corporation | 1-Aryl-2-acylamido-3-fluoro-1-propanol acylates, methods for their use as anti-bacterial agents and compositions useful therefor |
| EP0678506A3 (en) * | 1983-06-02 | 1996-07-24 | Zambon Spa | Intermediates for the production of 1-phenyl-1-hydroxy-2-amino-3-fluoropropane derivatives. |
| US4876352A (en) * | 1988-09-14 | 1989-10-24 | Schering Corporation | Pressurized fluorination of hydroxy alkyl groups |
| AU5674690A (en) † | 1989-05-15 | 1990-12-18 | Schering Corporation | Process for preparing antibacterial compounds and intermediates thereto |
| CA2094810C (en) * | 1990-10-25 | 2002-06-04 | Jon E. Clark | Process for preparing florfenicol, its analogs and oxazoline intermediates thereto |
-
1996
- 1996-08-19 US US08/699,271 patent/US5663361A/en not_active Expired - Lifetime
-
1997
- 1997-08-15 AR ARP970103736A patent/AR008298A1/es not_active Application Discontinuation
- 1997-08-15 CO CO97047276A patent/CO4560550A1/es unknown
- 1997-08-18 WO PCT/US1997/014205 patent/WO1998007709A1/en not_active Ceased
- 1997-08-18 SI SI9730688T patent/SI0922040T1/xx unknown
- 1997-08-18 PE PE1997000728A patent/PE99798A1/es not_active Application Discontinuation
- 1997-08-18 PL PL378741A patent/PL198553B1/pl not_active IP Right Cessation
- 1997-08-18 DE DE69731835T patent/DE69731835T3/de not_active Expired - Lifetime
- 1997-08-18 NZ NZ334111A patent/NZ334111A/en not_active IP Right Cessation
- 1997-08-18 CZ CZ0054099A patent/CZ297915B6/cs not_active IP Right Cessation
- 1997-08-18 EP EP97938263.7A patent/EP0922040B2/en not_active Expired - Lifetime
- 1997-08-18 IL IL12857497A patent/IL128574A/en not_active IP Right Cessation
- 1997-08-18 DK DK97938263T patent/DK0922040T3/da active
- 1997-08-18 ES ES97938263T patent/ES2234026T5/es not_active Expired - Lifetime
- 1997-08-18 SK SK199-99A patent/SK286124B6/sk not_active IP Right Cessation
- 1997-08-18 TR TR1999/00354T patent/TR199900354T2/xx unknown
- 1997-08-18 BR BRPI9711318-2A patent/BR9711318B1/pt not_active IP Right Cessation
- 1997-08-18 HU HU9904166A patent/HU229610B1/hu unknown
- 1997-08-18 AU AU40638/97A patent/AU714495B2/en not_active Expired
- 1997-08-18 AT AT97938263T patent/ATE283847T1/de active
- 1997-08-18 CA CA002264116A patent/CA2264116C/en not_active Expired - Lifetime
- 1997-08-18 ID IDP972887A patent/ID18047A/id unknown
- 1997-08-18 ZA ZA9707406A patent/ZA977406B/xx unknown
- 1997-08-18 PL PL331644A patent/PL196454B1/pl not_active IP Right Cessation
- 1997-08-18 JP JP51080598A patent/JP3274868B2/ja not_active Expired - Lifetime
- 1997-08-18 CN CN97198768A patent/CN1097583C/zh not_active Expired - Lifetime
- 1997-08-18 PT PT97938263T patent/PT922040E/pt unknown
- 1997-08-18 MY MYPI97003778A patent/MY115679A/en unknown
- 1997-08-18 TR TR2008/00474T patent/TR200800474T2/xx unknown
- 1997-08-19 TW TW086111823A patent/TW381075B/zh not_active IP Right Cessation
-
1999
- 1999-02-18 NO NO19990756A patent/NO312962B1/no not_active IP Right Cessation
- 1999-02-18 KR KR1019997001290A patent/KR100286851B1/ko not_active Expired - Lifetime
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