MX371184B - Método para sintetizar florfenicol. - Google Patents
Método para sintetizar florfenicol.Info
- Publication number
- MX371184B MX371184B MX2016009505A MX2016009505A MX371184B MX 371184 B MX371184 B MX 371184B MX 2016009505 A MX2016009505 A MX 2016009505A MX 2016009505 A MX2016009505 A MX 2016009505A MX 371184 B MX371184 B MX 371184B
- Authority
- MX
- Mexico
- Prior art keywords
- florfenicol
- ring
- configuration
- reaction
- synthesizing method
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
-
- 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
- C07D263/10—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La presente invención divulga un nuevo método de síntesis de florfenicol. El método sintetiza productos de florfenicol que cumplen con los requisitos de la Administración de Fármacos mediante una serie de combinaciones de ciclación, reducción selectiva, anillo abierto fluorado, desprotección y acilación, reacción de conversión de la configuración de ácido sulfo hidroxi esterificado, reacción de hidrólisis y similares. El método de síntesis de la presente invención que utiliza un anillo de tres miembors de aziridina de anillo cerrado de amina quiral que utiliza un método de separación física para purificar repetidamente la aminocetona quiral de alto rendimiento para obtener la configuración R única, y utiliza la reducción selectiva y convierte la configuración para obtener florfenicol, lo que mejora la economía del átomo, mientras que evita la contaminación de las aguas residuales provocada por el proceso existente, y reduce los costes en gran medida para el tratamiento de aguas residuales y reduce la contaminación para el medio ambiente, por lo tanto reduce los costos y simplifica el proceso. Además, la presente invención utiliza trietilamina hidrofluoruro como reactivo de anillo abierto fluorado, para mejorar la seguridad de un líquido de reacción en comparación con una reacción de gas y reducir la corrosión de los equipos, lo que facilita la producción industrial.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2014/075432 WO2015157927A1 (zh) | 2014-04-16 | 2014-04-16 | 氟苯尼考的合成方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2016009505A MX2016009505A (es) | 2016-10-26 |
| MX371184B true MX371184B (es) | 2020-01-21 |
Family
ID=54323364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2016009505A MX371184B (es) | 2014-04-16 | 2014-04-16 | Método para sintetizar florfenicol. |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9951000B2 (es) |
| EP (1) | EP3133061B1 (es) |
| BR (1) | BR112016017141B1 (es) |
| MX (1) | MX371184B (es) |
| WO (1) | WO2015157927A1 (es) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10767164B2 (en) | 2017-03-30 | 2020-09-08 | The Research Foundation For The State University Of New York | Microenvironments for self-assembly of islet organoids from stem cells differentiation |
| CN109776365A (zh) * | 2017-11-14 | 2019-05-21 | 江苏恒盛药业有限公司 | 一种采用微通道反应器连续化制备氟化试剂和氟化物的方法 |
| CN109928901B (zh) * | 2017-12-15 | 2020-12-11 | 上海医药工业研究院 | 一种氟苯尼考中间体的合成方法 |
| CN107986991A (zh) * | 2017-12-18 | 2018-05-04 | 湖南国发精细化工科技有限公司 | N-氯甲酰基-n[(4-三氟甲氧基)苯基]氨基甲酸甲酯的合成方法 |
| CN109655551A (zh) * | 2019-01-28 | 2019-04-19 | 扬州大学 | 一种高效同时检测禽蛋、禽肉及猪肉中甲砜霉素、氟苯尼考和氟苯尼考胺多残留的分析方法 |
| CN111500652B (zh) * | 2019-01-30 | 2024-03-26 | 苏州引航生物科技有限公司 | 一种制备氟苯尼考的方法 |
| CN114262291B (zh) * | 2022-01-04 | 2023-05-19 | 重庆医科大学 | 一种阿伐可泮的合成方法 |
| CN116041271A (zh) * | 2022-12-29 | 2023-05-02 | 山东微研生物科技有限公司 | 一种氟苯尼考中间体的制备方法 |
| CN116574032A (zh) * | 2023-07-13 | 2023-08-11 | 山东国邦药业有限公司 | 一种二氯乙腈的合成方法 |
| 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 |
| CN118084747B (zh) * | 2024-04-28 | 2024-07-09 | 山东国邦药业有限公司 | 一种氟苯尼考的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1249048B (it) * | 1991-02-21 | 1995-02-11 | Zambon Spa | Processo per la preparazione di trans-(5r)-2-ossazoline -2,4,5, trisostituite |
| US5352832A (en) * | 1992-12-18 | 1994-10-04 | Schering Corporation | Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates |
| US5789599A (en) * | 1994-05-06 | 1998-08-04 | Drexel University | Aziridine compounds, methods of preparation and reactions thereof |
| CN102827042B (zh) * | 2012-09-17 | 2013-11-06 | 湖北美天生物科技有限公司 | 氟苯尼考的手性合成方法 |
-
2014
- 2014-04-16 BR BR112016017141-1A patent/BR112016017141B1/pt active IP Right Grant
- 2014-04-16 MX MX2016009505A patent/MX371184B/es active IP Right Grant
- 2014-04-16 EP EP14889255.7A patent/EP3133061B1/en active Active
- 2014-04-16 WO PCT/CN2014/075432 patent/WO2015157927A1/zh active Application Filing
-
2016
- 2016-07-11 US US15/206,553 patent/US9951000B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| WO2015157927A1 (zh) | 2015-10-22 |
| EP3133061A1 (en) | 2017-02-22 |
| BR112016017141B1 (pt) | 2022-12-13 |
| BR112016017141A2 (pt) | 2020-11-10 |
| MX2016009505A (es) | 2016-10-26 |
| US20160318859A1 (en) | 2016-11-03 |
| EP3133061A4 (en) | 2017-08-30 |
| US9951000B2 (en) | 2018-04-24 |
| EP3133061B1 (en) | 2024-03-20 |
| EP3133061C0 (en) | 2024-03-20 |
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