ZA951779B - Process for preparing [l]- or [d]-homoalanin-4-yl (methyl)phosphinic acid and salts thereof by racemate resolution - Google Patents
Process for preparing [l]- or [d]-homoalanin-4-yl (methyl)phosphinic acid and salts thereof by racemate resolutionInfo
- Publication number
- ZA951779B ZA951779B ZA951779A ZA951779A ZA951779B ZA 951779 B ZA951779 B ZA 951779B ZA 951779 A ZA951779 A ZA 951779A ZA 951779 A ZA951779 A ZA 951779A ZA 951779 B ZA951779 B ZA 951779B
- Authority
- ZA
- South Africa
- Prior art keywords
- homoalanin
- methyl
- racemate resolution
- phosphinic acid
- salts
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- BCDIWLCKOCHCIH-UHFFFAOYSA-N methylphosphinic acid Chemical compound CP(O)=O BCDIWLCKOCHCIH-UHFFFAOYSA-N 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
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 abstract 1
- 235000001258 Cinchona calisaya Nutrition 0.000 abstract 1
- 150000001413 amino acids 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-LSOMNZGLSA-N cinchonine Chemical compound C1=CC=C2C([C@@H]([C@H]3N4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-LSOMNZGLSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 238000000034 method Methods 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)
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 |
|---|---|
| ZA951779B true ZA951779B (en) | 1995-11-09 |
Family
ID=6511844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA951779A ZA951779B (en) | 1994-03-04 | 1995-03-03 | Process for preparing [l]- or [d]-homoalanin-4-yl (methyl)phosphinic acid and salts thereof by racemate resolution |
Country Status (19)
| Country | Link |
|---|---|
| US (2) | US5767309A (xx) |
| EP (1) | EP0748325B1 (xx) |
| JP (1) | JP4303785B2 (xx) |
| CN (1) | CN1053669C (xx) |
| AT (1) | ATE176475T1 (xx) |
| AU (1) | AU704175B2 (xx) |
| BR (1) | BR9506986A (xx) |
| CA (1) | CA2184718A1 (xx) |
| CZ (1) | CZ260196A3 (xx) |
| DE (2) | DE4407197A1 (xx) |
| ES (1) | ES2128717T3 (xx) |
| FI (1) | FI963422A0 (xx) |
| HU (1) | HU215583B (xx) |
| IL (1) | IL112851A (xx) |
| MX (1) | MX9603873A (xx) |
| TR (1) | TR28265A (xx) |
| TW (1) | TW293012B (xx) |
| WO (1) | WO1995023805A1 (xx) |
| ZA (1) | ZA951779B (xx) |
Families Citing this family (23)
| 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 |
| KR20180117154A (ko) | 2016-03-02 | 2018-10-26 | 에그리메티스, 엘엘씨 | L-글루포시네이트를 제조하는 방법 |
| 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 |
| JP7212900B2 (ja) * | 2017-04-17 | 2023-01-26 | 株式会社ナールスコーポレーション | 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 |
| US11634442B2 (en) * | 2017-07-18 | 2023-04-25 | Basf Se | Methods for the purification of L-glufosinate |
| 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 |
| WO2020051188A1 (en) | 2018-09-05 | 2020-03-12 | Agrimetis, Llc | 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 |
| BR112021018995A2 (pt) | 2019-04-16 | 2021-11-30 | Basf Se | Método para preparar monoidrato de l-glufosinato de amônio cristalino e enzimas d-aminoácido oxidase mutantes |
| 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 |
| US11555046B2 (en) | 2020-07-31 | 2023-01-17 | Upl Ltd | Crystalline form of L-glufosinate ammonium salt and process for production thereof |
| CN115867138A (zh) * | 2020-07-31 | 2023-03-28 | Upl有限公司 | 结晶形式的l-草铵膦铵盐及其制备方法 |
| CN114805433B (zh) * | 2021-05-13 | 2023-11-28 | 永农生物科学有限公司 | 不含结晶水的l-草铵膦铵盐晶体形式及固体粉末 |
| CA3222759A1 (en) * | 2021-06-11 | 2022-12-15 | Upl Limited | A method for obtaining l-glufosinate |
| WO2023105080A1 (en) | 2021-12-10 | 2023-06-15 | Basf Se | Synthesis of glufosinate using a hydantoinase-based process |
| AU2022407771A1 (en) | 2021-12-10 | 2024-06-20 | 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 |
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. |
| GB2011416B (en) * | 1977-12-28 | 1982-10-20 | Meiji Seika Kaisha | 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 |
| EP0530506B1 (de) * | 1991-08-03 | 1996-05-01 | Hoechst Schering AgrEvo GmbH | Optisch aktive Omega-Halogen-2-amino-alkancarbonsäure-derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung optisch aktiver phosphorhaltiger Alpha-Aminosäuren |
| JPH05165305A (ja) * | 1991-12-11 | 1993-07-02 | Sharp Corp | 帯電装置 |
| JP3294647B2 (ja) * | 1991-12-13 | 2002-06-24 | ヘキスト・アクチェンゲゼルシャフト | Ｌ−ホスフィノトリシンおよびその誘導体の製造方法 |
-
1994
- 1994-03-04 DE DE4407197A patent/DE4407197A1/de not_active Withdrawn
-
1995
- 1995-02-24 AT AT95910520T patent/ATE176475T1/de active
- 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
- 1995-02-24 AU AU17595/95A patent/AU704175B2/en not_active Expired
- 1995-02-24 DE DE59505034T patent/DE59505034D1/de not_active Expired - Lifetime
- 1995-02-24 BR BR9506986A patent/BR9506986A/pt not_active IP Right Cessation
- 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 HU HU9602411A patent/HU215583B/hu unknown
- 1995-02-24 MX MX9603873A patent/MX9603873A/es unknown
- 1995-02-24 CZ CZ962601A patent/CZ260196A3/cs unknown
- 1995-02-24 ES ES95910520T patent/ES2128717T3/es not_active Expired - Lifetime
- 1995-02-24 EP EP95910520A patent/EP0748325B1/de not_active Expired - Lifetime
- 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 |
|---|---|
| FI963422A (fi) | 1996-09-02 |
| FI963422A0 (fi) | 1996-09-02 |
| JP4303785B2 (ja) | 2009-07-29 |
| EP0748325B1 (de) | 1999-02-03 |
| CN1053669C (zh) | 2000-06-21 |
| CA2184718A1 (en) | 1995-09-08 |
| US5767309A (en) | 1998-06-16 |
| CN1143369A (zh) | 1997-02-19 |
| AU704175B2 (en) | 1999-04-15 |
| CZ260196A3 (en) | 1997-02-12 |
| DE59505034D1 (de) | 1999-03-18 |
| US5869668A (en) | 1999-02-09 |
| BR9506986A (pt) | 1997-09-16 |
| HU215583B (hu) | 1999-01-28 |
| IL112851A0 (en) | 1995-06-29 |
| HUT75050A (en) | 1997-03-28 |
| EP0748325A1 (de) | 1996-12-18 |
| WO1995023805A1 (de) | 1995-09-08 |
| AU1759595A (en) | 1995-09-18 |
| DE4407197A1 (de) | 1995-09-07 |
| IL112851A (en) | 2000-08-13 |
| JPH09509924A (ja) | 1997-10-07 |
| TW293012B (xx) | 1996-12-11 |
| HU9602411D0 (en) | 1996-11-28 |
| ES2128717T3 (es) | 1999-05-16 |
| MX9603873A (es) | 1997-03-29 |
| TR28265A (tr) | 1996-04-09 |
| ATE176475T1 (de) | 1999-02-15 |
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