ES2128717T3 - Procedimiento para preparar acido (l)- o (d)-homoalanin-4-il-(metil)fosfinico y sus sales, por separacion de los racematos. - Google Patents
Procedimiento para preparar acido (l)- o (d)-homoalanin-4-il-(metil)fosfinico y sus sales, por separacion de los racematos.Info
- Publication number
- ES2128717T3 ES2128717T3 ES95910520T ES95910520T ES2128717T3 ES 2128717 T3 ES2128717 T3 ES 2128717T3 ES 95910520 T ES95910520 T ES 95910520T ES 95910520 T ES95910520 T ES 95910520T ES 2128717 T3 ES2128717 T3 ES 2128717T3
- Authority
- ES
- Spain
- Prior art keywords
- homoalanin
- salts
- methyl
- procedure
- racemats
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000002253 acid Substances 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 238000000926 separation method Methods 0.000 title 1
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 abstract 2
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 abstract 2
- 238000001556 precipitation Methods 0.000 abstract 2
- 230000006340 racemization Effects 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical compound C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 235000001258 Cinchona calisaya Nutrition 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 1
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 abstract 1
- KMPWYEUPVWOPIM-QAMTZSDWSA-N cinchonine Chemical compound C1=CC=C2C([C@@H]([C@@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-QAMTZSDWSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960000948 quinine Drugs 0.000 abstract 1
Classifications
-
- 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
- C07C227/36—Racemisation of optical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
LOS COMPUESTOS DEL TITULO SE OBTIENEN POR DISOCIACION RACEMICA DE ACIDO D,L-HOMOALANIN-4-IL-(METIL)-FOSFINICO POR PRECIPITACION DE UNA DE SUS SALES DIAESTEREOMERICAS CON BASES QUIRALES COMO QUININA O CINCHONINA. ES POSIBLE UNA MEJORA DEL RENDIMIENTO PARA OBTENER LOS ENANTIOMEROS DESEADOS POR DISOCIACION RACEMICA TRANSFORMADA, REALIZANDOSE LA PRECIPITACION DE LA SAL DIAESTEREOMERICA CON LA RACEMIZACION DEL ENANTIOMERO NO DESEADO EN PRESENCIA DE ALDEHIDOS (HETERO)AROMATICOS. EL PROCEDIMIENTO DE RACEMIZACION TAMBIEN ESTA INDICADO PARA OTROS AMINOACIDOS OPTICAMENTE ACTIVOS.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4407197A DE4407197A1 (de) | 1994-03-04 | 1994-03-04 | Verfahren zur Herstellung von /L/-Homoalanin-4-yl-(methyl)phosphinsäure und deren Salze durch Racematspaltung |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2128717T3 true ES2128717T3 (es) | 1999-05-16 |
Family
ID=6511844
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES95910520T Expired - Lifetime ES2128717T3 (es) | 1994-03-04 | 1995-02-24 | Procedimiento para preparar acido (l)- o (d)-homoalanin-4-il-(metil)fosfinico y sus sales, por separacion de los racematos. |
Country Status (19)
Country | Link |
---|---|
US (2) | US5767309A (es) |
EP (1) | EP0748325B1 (es) |
JP (1) | JP4303785B2 (es) |
CN (1) | CN1053669C (es) |
AT (1) | ATE176475T1 (es) |
AU (1) | AU704175B2 (es) |
BR (1) | BR9506986A (es) |
CA (1) | CA2184718A1 (es) |
CZ (1) | CZ260196A3 (es) |
DE (2) | DE4407197A1 (es) |
ES (1) | ES2128717T3 (es) |
FI (1) | FI963422A0 (es) |
HU (1) | HU215583B (es) |
IL (1) | IL112851A (es) |
MX (1) | MX9603873A (es) |
TR (1) | TR28265A (es) |
TW (1) | TW293012B (es) |
WO (1) | WO1995023805A1 (es) |
ZA (1) | ZA951779B (es) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100332399B1 (ko) * | 1999-02-22 | 2002-04-13 | 김경호 | 메토프롤롤 라세미체로부터 메토프롤롤 에난티오머의 제조방법 |
DE19955283A1 (de) * | 1999-11-17 | 2001-05-23 | Aventis Res & Tech Gmbh & Co | Verfahren zur enantioselektiven Gewinnung von Aminosäuren und Aminosäurederivaten unter Verwendung von Racemisierungskatalysatoren |
US7879824B2 (en) | 2001-07-31 | 2011-02-01 | Dermal Research Laboratories, Inc. | Methods of preventing or treating diseases and conditions using complex carbohydrates |
CN109072261B (zh) | 2016-03-02 | 2023-03-17 | 巴斯夫欧洲公司 | 制造l-草胺膦的方法 |
CN106188134B (zh) * | 2016-07-01 | 2018-03-20 | 永农生物科学有限公司 | 一种l‑草铵膦或其盐的分离及精制方法 |
WO2018108797A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von l-glufosinat oder dessen salzen unter verwendung von ephedrin |
WO2018108794A1 (de) | 2016-12-15 | 2018-06-21 | Bayer Cropscience Aktiengesellschaft | Verfahren zur herstellung von d-glufosinat oder dessen salzen unter verwendung von ephedrin |
WO2018193999A1 (ja) * | 2017-04-17 | 2018-10-25 | 国立大学法人京都大学 | 光学活性な2-アミノ-ホスホノアルカン酸、光学活性な2-アミノ-ホスホノアルカン酸塩、及びこれらの水和物 |
JP2020527567A (ja) * | 2017-07-18 | 2020-09-10 | アグリメティス,エルエルシー | L−グルホシネートの精製方法 |
CN110343676B (zh) | 2018-04-03 | 2020-06-23 | 上海弈柯莱生物医药科技有限公司 | 一种l-谷氨酸脱氢酶突变体及其应用 |
CN110467580B (zh) * | 2018-05-10 | 2020-11-13 | 华润赛科药业有限责任公司 | 雷西纳德轴手性对映体的拆分方法 |
EP3847269A1 (en) | 2018-09-05 | 2021-07-14 | Basf Se | Methods for improving yields of l-glufosinate |
CN111072718A (zh) * | 2018-10-19 | 2020-04-28 | 中国药科大学 | 一种l-草铵膦的制备方法 |
CN109369713A (zh) * | 2018-12-18 | 2019-02-22 | 山东省农药科学研究院 | 一种精草铵膦酸水合物晶体及其制备方法 |
WO2020214631A1 (en) | 2019-04-16 | 2020-10-22 | Agrimetis, Llc | Methods for producing crystalline l-glufosinate ammonium monohydrate |
CN111979208B (zh) | 2019-05-23 | 2023-01-10 | 弈柯莱生物科技(上海)股份有限公司 | 一种l-谷氨酸脱氢酶突变体及其应用 |
NZ797161A (en) * | 2020-07-31 | 2023-12-22 | Upl Ltd | Crystalline form of l-glufosinate ammonium salt and process for production thereof |
US11555046B2 (en) | 2020-07-31 | 2023-01-17 | Upl Ltd | Crystalline form of L-glufosinate ammonium salt and process for production thereof |
CN113234767B (zh) * | 2021-05-13 | 2022-05-17 | 永农生物科学有限公司 | 制备不含结晶水的l-草铵膦铵盐的固体粉末的方法 |
US20240270768A1 (en) * | 2021-06-11 | 2024-08-15 | Upl Limited | A method for obtaining l-glufosinate |
KR20240121809A (ko) | 2021-12-10 | 2024-08-09 | 바스프 에스이 | 히단토이나제-기반 방법을 사용하는 글루포시네이트의 합성 |
IL313407A (en) | 2021-12-10 | 2024-08-01 | Basf Se | Enzymatic decarbamoylation of glufosinate derivatives |
WO2023236168A1 (zh) * | 2022-06-10 | 2023-12-14 | 江苏七洲绿色科技研究院有限公司 | L-草铵膦铵盐的结晶及其制备方法和应用 |
WO2024158883A1 (en) * | 2023-01-25 | 2024-08-02 | Vulpes Agricultural Corp. | Optically active amino acid salts and method for their preparation |
WO2024175643A1 (en) | 2023-02-23 | 2024-08-29 | Basf Se | A process for preparing l-glufosinate from cyanhydrine or cyanhydrine derivatives |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3213106A (en) * | 1961-11-16 | 1965-10-19 | Ajinomoto Kk | Process of racemizing optically active alpha acids |
CH551945A (de) * | 1970-07-16 | 1974-07-31 | Ciba Geigy Ag | Verfahren zur herstellung der (+)-(beta)-amino-(beta)-(3,4-dimethoxy-phenyl)-propionsaeure. |
US4265654A (en) * | 1977-12-28 | 1981-05-05 | Meiji Seika Kaisha Ltd. | Herbicidal compositions |
US4401820A (en) * | 1981-01-23 | 1983-08-30 | Tanabe Seiyaku Co., Ltd. | Process for racemizing optically active α-amino acids or a salt thereof |
GB8421964D0 (en) * | 1984-08-30 | 1984-10-03 | Beecham Group Plc | Chemical process |
DE3542645A1 (de) * | 1985-12-03 | 1987-06-04 | Hoechst Ag | Verfahren zur herstellung von l-homoalanin-4-yl(methyl)-phosphinsaeure sowie ihrer alkylester |
DE3609818A1 (de) * | 1986-03-22 | 1987-09-24 | Hoechst Ag | Verfahren zur herstellung von l-phosphinothricin(derivaten) sowie ihrer alkylester |
DE3706022A1 (de) * | 1987-02-25 | 1988-09-08 | Hoechst Ag | Verfahren zur racemisierung von optisch aktiver d-2-phenacetylamino-4-methylphosphinobuttersaeure |
DE3817191A1 (de) * | 1988-05-20 | 1989-11-30 | Hoechst Ag | Verfahren zur racemisierung von optisch aktiver d-2-n-phenacetylamino-4- methylphosphinobuttersaeure |
DE3817956A1 (de) * | 1988-05-27 | 1989-12-07 | Hoechst Ag | Verfahren zur herstellung phosphorhaltiger l-aminosaeuren sowie ihrer ester und n-derivate |
DE3903446A1 (de) * | 1989-02-06 | 1990-10-18 | Hoechst Ag | Verfahren zur enzymatischen trennung von 2-amino-4-methylphosphinobuttersaeurederivaten |
DE3920570A1 (de) * | 1989-06-23 | 1991-01-03 | Hoechst Ag | Verfahren zur isolierung von l-2-amino-4-methylphosphinobuttersaeure-ammoniumsalz aus einer enzymatischen transaminierungsloesung |
DE3923650A1 (de) * | 1989-07-18 | 1991-01-31 | Hoechst Ag | Verfahren zur gewinnung von l-2-amino-4-methylphosphinobuttersaeure-(salzen) durch elektrodialyse |
IL98502A (en) * | 1990-06-22 | 1998-04-05 | Ciba Geigy Ag | History of Aminoalkene Phosphine Acid, Process for Their Preparation and Pharmaceutical Preparations Containing Them |
EP0499376A1 (en) * | 1991-01-31 | 1992-08-19 | Hoechst Celanese Corporation | Precipitation-induced asymmetric transformation of chiral alpha-amino acids and salts thereof |
TW353663B (en) * | 1991-04-06 | 1999-03-01 | Hoechst Ag | Process for the preparation of phosphorus-containing L-amino acids, their derivatives and intermediates for this process |
DE9202282U1 (de) * | 1991-04-09 | 1992-04-30 | Siemens AG, 8000 München | Schiebeschalter |
JP3212702B2 (ja) * | 1991-08-03 | 2001-09-25 | ヘキスト・アクチェンゲゼルシャフト | 光学活性なω−ハロ−2−アミノアルカンカルボン酸誘導体、その製造方法および光学活性なリン含有α−アミノ酸の製造のためにそれを使用する方法 |
JPH05165305A (ja) * | 1991-12-11 | 1993-07-02 | Sharp Corp | 帯電装置 |
IL104056A (en) * | 1991-12-13 | 1997-02-18 | Hoechst Ag | Process for the preparation of L-phosphinothricin and its derivatives |
-
1994
- 1994-03-04 DE DE4407197A patent/DE4407197A1/de not_active Withdrawn
-
1995
- 1995-02-24 CZ CZ962601A patent/CZ260196A3/cs unknown
- 1995-02-24 AU AU17595/95A patent/AU704175B2/en not_active Expired
- 1995-02-24 AT AT95910520T patent/ATE176475T1/de active
- 1995-02-24 CN CN95191936A patent/CN1053669C/zh not_active Expired - Lifetime
- 1995-02-24 CA CA002184718A patent/CA2184718A1/en not_active Abandoned
- 1995-02-24 MX MX9603873A patent/MX9603873A/es unknown
- 1995-02-24 DE DE59505034T patent/DE59505034D1/de not_active Expired - Lifetime
- 1995-02-24 ES ES95910520T patent/ES2128717T3/es not_active Expired - Lifetime
- 1995-02-24 BR BR9506986A patent/BR9506986A/pt not_active IP Right Cessation
- 1995-02-24 HU HU9602411A patent/HU215583B/hu unknown
- 1995-02-24 EP EP95910520A patent/EP0748325B1/de not_active Expired - Lifetime
- 1995-02-24 JP JP52267995A patent/JP4303785B2/ja not_active Expired - Lifetime
- 1995-02-24 WO PCT/EP1995/000682 patent/WO1995023805A1/de not_active Application Discontinuation
- 1995-03-01 TR TR00223/95A patent/TR28265A/xx unknown
- 1995-03-02 IL IL11285195A patent/IL112851A/xx not_active IP Right Cessation
- 1995-03-02 US US08/398,216 patent/US5767309A/en not_active Expired - Lifetime
- 1995-03-03 ZA ZA951779A patent/ZA951779B/xx unknown
- 1995-03-10 TW TW084102260A patent/TW293012B/zh active
-
1996
- 1996-09-02 FI FI963422A patent/FI963422A0/fi unknown
-
1998
- 1998-03-27 US US09/049,404 patent/US5869668A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ZA951779B (en) | 1995-11-09 |
CN1053669C (zh) | 2000-06-21 |
IL112851A0 (en) | 1995-06-29 |
US5767309A (en) | 1998-06-16 |
FI963422A (fi) | 1996-09-02 |
HUT75050A (en) | 1997-03-28 |
BR9506986A (pt) | 1997-09-16 |
FI963422A0 (fi) | 1996-09-02 |
EP0748325A1 (de) | 1996-12-18 |
DE4407197A1 (de) | 1995-09-07 |
HU215583B (hu) | 1999-01-28 |
WO1995023805A1 (de) | 1995-09-08 |
TW293012B (es) | 1996-12-11 |
AU704175B2 (en) | 1999-04-15 |
CA2184718A1 (en) | 1995-09-08 |
CN1143369A (zh) | 1997-02-19 |
IL112851A (en) | 2000-08-13 |
JPH09509924A (ja) | 1997-10-07 |
DE59505034D1 (de) | 1999-03-18 |
HU9602411D0 (en) | 1996-11-28 |
US5869668A (en) | 1999-02-09 |
TR28265A (tr) | 1996-04-09 |
CZ260196A3 (en) | 1997-02-12 |
MX9603873A (es) | 1997-03-29 |
AU1759595A (en) | 1995-09-18 |
EP0748325B1 (de) | 1999-02-03 |
JP4303785B2 (ja) | 2009-07-29 |
ATE176475T1 (de) | 1999-02-15 |
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