ES2037018T3 - Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos. - Google Patents
Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos.Info
- Publication number
- ES2037018T3 ES2037018T3 ES198787103683T ES87103683T ES2037018T3 ES 2037018 T3 ES2037018 T3 ES 2037018T3 ES 198787103683 T ES198787103683 T ES 198787103683T ES 87103683 T ES87103683 T ES 87103683T ES 2037018 T3 ES2037018 T3 ES 2037018T3
- Authority
- ES
- Spain
- Prior art keywords
- ester
- formula
- esters
- procedure
- reaction
- 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
- PHIQHXFUZVPYII-UHFFFAOYSA-N carnitine Chemical compound C[N+](C)(C)CC(O)CC([O-])=O PHIQHXFUZVPYII-UHFFFAOYSA-N 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 abstract 2
- 206010002383 Angina Pectoris Diseases 0.000 abstract 1
- 102000004190 Enzymes Human genes 0.000 abstract 1
- 108090000790 Enzymes Proteins 0.000 abstract 1
- 206010028594 Myocardial fibrosis Diseases 0.000 abstract 1
- 239000005703 Trimethylamine hydrochloride Substances 0.000 abstract 1
- 210000000481 breast Anatomy 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 208000028867 ischemia Diseases 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 210000004165 myocardium Anatomy 0.000 abstract 1
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
Abstract
LA INVENCION SE REFIERE A UN PROCEDIMIIENTO PARA LA PREPARACION DEL CLORURO DE L(-)-CARNITINA DE FORMULA (I), QUE IMPLICA: A) LA REACCION DE UN ESTER RACEMICO DEL ACIDO (R,S)-3,4-EPOXIBUTIRICO DE FORMULA (II), EN LA QUE R ES UN GRUPO ALQUILO DE 1 A 10 C O UN GRUPO BENCILO CON UNA ENZIMA O UN MICROORGANISMO QUE LA PRODUCE CAPAZ DE HIDROLIZAR ASIMETRICAMENTE EL ENANTIOMERO S(-) Y SEPARARLO DEL ESTER NO REACCIONADO PRESENTE EN LA FORMA R(+), B)LA REACCION DEL ESTER (II) EN FORMA R(+) O LA CORRESPONDIENTE CLOROHIDRINA DE FORMULA (III), OBTENIDA POR REACCION CON HCL O CON UN CLOROTRIALQUILSILANO CON HIDROCLORURO DE TRIMETILAMINA Y/O CON TRIMETILAMINA PARA OBTENER UN ESTER DE FORMULA (IV), Y C) HIDROLIZAR EL ESTER (IV) EN PRESENCIA DE HCL PARA OBTENER EL COMPUESTO (I). LA L(-)-CARNITINA ES UN AGENTE EUTROFICO Y CARDIOPROTECTOR PARA CURAR LA ISQUEMIA DEL MIOCARDIO, ANGINA DE PECHO Y ESCLEROSIS DE MIOCARDIO. LAS FORMAS R(+) DE LOS ESTERES DE LA ETAPA (A) SON PRODUCTOS INTERMEDIOS.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT19763/86A IT1189070B (it) | 1986-03-14 | 1986-03-14 | Processo per la preparazione della l(-)-carnitina cloruro a partire da esteri 3,4-epossibutirrici |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2037018T3 true ES2037018T3 (es) | 1993-06-16 |
Family
ID=11161023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES198787103683T Expired - Lifetime ES2037018T3 (es) | 1986-03-14 | 1987-03-13 | Procedimiento para la preparacion de cloruro de l(-)-carnitina a partir de esteres 3,4-epoxibutiricos. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4865771A (es) |
| EP (1) | EP0237080B1 (es) |
| JP (1) | JPS62272983A (es) |
| KR (1) | KR870009026A (es) |
| AT (1) | ATE76903T1 (es) |
| AU (1) | AU585137B2 (es) |
| BR (1) | BR8701180A (es) |
| CA (1) | CA1309683C (es) |
| DE (1) | DE3779455T2 (es) |
| ES (1) | ES2037018T3 (es) |
| IL (1) | IL81845A0 (es) |
| IT (1) | IT1189070B (es) |
| ZA (1) | ZA871691B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4923810A (en) * | 1988-08-24 | 1990-05-08 | Genzyme Corporation | Resolution of glycidyl esters to high enantiomeric excess |
| US5244803A (en) * | 1989-09-13 | 1993-09-14 | Tanabe Seiyaku Co., Ltd. | Process for preparing optically active 3-phenylglycidic acid esters |
| US5445963A (en) * | 1990-03-30 | 1995-08-29 | Eastman Chemical Company | Alcohol-ester separation by recrystallization |
| US5126267A (en) * | 1990-03-30 | 1992-06-30 | Eastman Kodak Company | Protected hydroxy method for alcohol-ester separation |
| US8334132B2 (en) | 2006-11-09 | 2012-12-18 | Mitsubishi Rayon Co., Ltd. | Process for production of a betaine such as carnitine |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3135788A (en) * | 1959-09-28 | 1964-06-02 | Nihon Zoki Seiyaku Kabushikika | Preparation of dl-carnitine hydrochloride from trimethylamine hydrochloride and epihalogenohydrin |
| US4259249A (en) * | 1979-06-13 | 1981-03-31 | The Procter & Gamble Company | Preparation of hydroxyl zwitterionic compounds |
| IE56322B1 (en) * | 1982-12-06 | 1991-06-19 | Sigma Tau Ind Farmaceuti | Process for preparing l-carnitine and chemical intermediates employed therein |
| JPS59192095A (ja) * | 1983-04-13 | 1984-10-31 | Ajinomoto Co Inc | Ｌ−カルニチンの製造法 |
| IT1184284B (it) * | 1985-06-28 | 1987-10-22 | Sigma Tau Ind Farmaceuti | Procedimento per la preparazione di r(-)-norcarnitina terz-butil estere |
| IT1187681B (it) * | 1985-07-05 | 1987-12-23 | Montedison Spa | Metodo per la preparazione di 3,4-epossibutirrati alchilici |
-
1986
- 1986-03-14 IT IT19763/86A patent/IT1189070B/it active
-
1987
- 1987-03-09 ZA ZA871691A patent/ZA871691B/xx unknown
- 1987-03-10 IL IL8781845A patent/IL81845A0/xx not_active IP Right Cessation
- 1987-03-12 AU AU69974/87A patent/AU585137B2/en not_active Ceased
- 1987-03-12 JP JP62055460A patent/JPS62272983A/ja active Pending
- 1987-03-13 CA CA000532034A patent/CA1309683C/en not_active Expired - Fee Related
- 1987-03-13 DE DE8787103683T patent/DE3779455T2/de not_active Expired - Fee Related
- 1987-03-13 AT AT87103683T patent/ATE76903T1/de not_active IP Right Cessation
- 1987-03-13 BR BR8701180A patent/BR8701180A/pt not_active Application Discontinuation
- 1987-03-13 US US07/025,351 patent/US4865771A/en not_active Expired - Fee Related
- 1987-03-13 ES ES198787103683T patent/ES2037018T3/es not_active Expired - Lifetime
- 1987-03-13 KR KR870002242A patent/KR870009026A/ko not_active Ceased
- 1987-03-13 EP EP87103683A patent/EP0237080B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU6997487A (en) | 1987-09-17 |
| DE3779455D1 (de) | 1992-07-09 |
| CA1309683C (en) | 1992-11-03 |
| AU585137B2 (en) | 1989-06-08 |
| IL81845A0 (en) | 1987-10-20 |
| EP0237080A2 (en) | 1987-09-16 |
| ZA871691B (en) | 1987-10-28 |
| JPS62272983A (ja) | 1987-11-27 |
| KR870009026A (ko) | 1987-10-22 |
| EP0237080B1 (en) | 1992-06-03 |
| IT1189070B (it) | 1988-01-28 |
| IT8619763A0 (it) | 1986-03-14 |
| EP0237080A3 (en) | 1988-08-17 |
| DE3779455T2 (de) | 1993-01-28 |
| US4865771A (en) | 1989-09-12 |
| ATE76903T1 (de) | 1992-06-15 |
| IT8619763A1 (it) | 1987-09-14 |
| BR8701180A (pt) | 1988-01-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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