ES2187033T3 - Procedimiento para la preparacion de l-carnitina. - Google Patents
Procedimiento para la preparacion de l-carnitina.Info
- Publication number
- ES2187033T3 ES2187033T3 ES98929879T ES98929879T ES2187033T3 ES 2187033 T3 ES2187033 T3 ES 2187033T3 ES 98929879 T ES98929879 T ES 98929879T ES 98929879 T ES98929879 T ES 98929879T ES 2187033 T3 ES2187033 T3 ES 2187033T3
- Authority
- ES
- Spain
- Prior art keywords
- reaction
- preparation
- carnitine
- procedure
- hydroxybutyrolactone
- 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
- 238000000034 method Methods 0.000 title abstract 3
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000002147 dimethylamino group Chemical class [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 238000009776 industrial production Methods 0.000 abstract 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 abstract 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 238000007142 ring opening reaction Methods 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
- C07C227/30—Preparation of optical isomers
- C07C227/32—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención se refiere al procedimiento para la preparación de L-carnitina expresada por la fórmula (1), que es útil en producción industrial debido al hecho de que cada reacción en fase de solución acuosa se realiza continuamente en el reactor sin proceso de purificación separado. Más particularmente esta reacción se refiere a éstos procedimientos, en los que se utiliza hidroxibutirolactona- (S)-3- activada como materia prima para realizar las siguientes reacciones químicas bajo condiciones específicas: una reacción de apertura de anillo, epoxidación en el centro quiral que es inversamente convertido, y una sustitución nucleofílica de dimetilamina.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR19970035473 | 1997-07-28 | ||
| KR1019970057813A KR100255039B1 (ko) | 1997-07-28 | 1997-11-03 | L-카르니틴의제조방법 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2187033T3 true ES2187033T3 (es) | 2003-05-16 |
Family
ID=26632965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98929879T Expired - Lifetime ES2187033T3 (es) | 1997-07-28 | 1998-06-17 | Procedimiento para la preparacion de l-carnitina. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6342034B1 (es) |
| EP (1) | EP1000014B1 (es) |
| JP (1) | JP3259230B2 (es) |
| KR (1) | KR100255039B1 (es) |
| CN (1) | CN1265092A (es) |
| CA (1) | CA2298664A1 (es) |
| DE (1) | DE69811083T2 (es) |
| ES (1) | ES2187033T3 (es) |
| WO (1) | WO1999005092A1 (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6713290B2 (en) | 1998-07-24 | 2004-03-30 | Samsung Fine Chemicals Co., Ltd. | Process for preparing optically pure (S)-3-hydroxy-γ-butyrolactone |
| CA2338755A1 (en) | 1998-07-24 | 2000-02-03 | Samsung Fine Chemicals Co., Ltd. | Process for preparing alpha-(1,4) linked oligosaccharide |
| KR100461572B1 (ko) * | 1999-03-27 | 2004-12-14 | 삼성정밀화학 주식회사 | L-카르니틴 칼슘 염과 이의 제조방법 |
| JP4584464B2 (ja) | 1999-05-18 | 2010-11-24 | シグマ−タウ・インドゥストリエ・ファルマチェウチケ・リウニテ・ソシエタ・ペル・アチオニ | S−(−)−クロロコハク酸またはその誘導体からr−(−)−カルニチンを調製するための方法 |
| US6713639B1 (en) | 2002-10-28 | 2004-03-30 | Council Of Scientific And Industrial Research | Process for preparing enantiomerically pure (S)-3-hydroxy-gamma-butyrolactone |
| GB0306394D0 (en) * | 2003-03-20 | 2003-04-23 | Univ Nottingham | Carnitine retention |
| WO2006028068A1 (ja) * | 2004-09-08 | 2006-03-16 | Wako Pure Chemical Industries, Ltd. | L-カルニチンの精製方法 |
| CN1312118C (zh) * | 2004-11-10 | 2007-04-25 | 浙江大学 | 肉碱的合成工艺 |
| KR100846673B1 (ko) * | 2006-03-22 | 2008-07-16 | 엔자이텍 주식회사 | 엘-카르니틴의 제조방법 |
| WO2007139238A1 (en) * | 2006-05-26 | 2007-12-06 | Enzytech, Ltd. | Process for l-carnitine and acetyl l-carnitine hydrochloride |
| CN101838212B (zh) * | 2010-05-20 | 2013-03-13 | 北京科技大学 | 一种以(r)-(-)-3-氯-1,2-丙二醇为手性起始原料合成l-肉碱的方法 |
| CN102952028A (zh) * | 2011-08-16 | 2013-03-06 | 凯瑞斯德生化(苏州)有限公司 | 一种l-肉碱及其中间体的制备方法 |
| JP7113784B2 (ja) * | 2019-05-07 | 2022-08-05 | 旭化成株式会社 | ヒドロキシ酸の製造方法。 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1156852B (it) | 1978-07-10 | 1987-02-04 | Sigma Tau Ind Farmaceuti | Procedimento industriale per la preparazione del d'canforato della l carnitinammide e del d canforato della d carnitinammide e sue applicazioni |
| IT1142201B (it) | 1980-06-24 | 1986-10-08 | Sigma Tau Ind Farmaceuti | Procedimento per la produzione enzimatica di l-carnitina |
| IT1136945B (it) | 1981-03-18 | 1986-09-03 | Anic Spa | Processo per la preparazione di l-carnitina |
| JPS59192095A (ja) | 1983-04-13 | 1984-10-31 | Ajinomoto Co Inc | L−カルニチンの製造法 |
| JPS59231048A (ja) | 1983-06-11 | 1984-12-25 | Hamari Yakuhin Kogyo Kk | l(−)―カルニチンの製造法 |
| AU549565B2 (en) | 1983-11-02 | 1986-01-30 | Pirrel S.p.A | L (-) carnotine hydrochloride and l (-) carnotine inner salt |
| FI86889C (fi) | 1984-03-29 | 1992-10-26 | Lonza Ag | Foerfarande foer framstaellning av av l-karnitin pao mikrobiologiskt saett |
| CH658857A5 (de) | 1984-04-04 | 1986-12-15 | Lonza Ag | Optisch aktives di-(3-chlor-2-oxy-propyltrimethylammonium)-tartrat. |
| JPS6191160A (ja) | 1984-10-09 | 1986-05-09 | Nisshin Flour Milling Co Ltd | L−カルニチンの製造法 |
| US5248601A (en) | 1986-03-14 | 1993-09-28 | Franco Francalanci | Process for preparing L(-)-carnitine chloride |
| IT1189069B (it) | 1986-03-14 | 1988-01-28 | Donegani Guido Ist | Processo per la preparazione biotecnologica della l(-)-carnitina cloruro |
| JPH01131143A (ja) | 1987-11-16 | 1989-05-24 | Earth Chem Corp Ltd | d,l−カルニチンニトリルクロライドの光学分割法 |
| IT1240833B (it) | 1990-05-14 | 1993-12-17 | Sigma Tau Ind Farmaceuti | Procedimento biocatalitico per la produzione di l-(-)- carnitina da crotonilbetaina e ceppi di proteeae per l'uso in tale procedimento |
| CA2049536C (en) | 1991-05-13 | 1999-07-06 | Rawle I. Hollingsworth | Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof |
| IT1261230B (it) * | 1993-04-08 | 1996-05-09 | Sigma Tau Ind Farmaceuti | Procedimento migliorato per la preparazione di l-(-)-carnitina a partire da suoi precursori aventi opposta configurazione. |
| US5473104A (en) * | 1994-09-13 | 1995-12-05 | Neurocrine Biosciences, Inc. | Process for the preparation of L-carnitine |
| KR100247563B1 (ko) * | 1997-07-16 | 2000-04-01 | 박영구 | 키랄3,4-에폭시부티르산및이의염의제조방법 |
| US6114566A (en) * | 1999-05-24 | 2000-09-05 | Board Of Trustees Operating Michigan State University | 4-cyano-3-hydroxybutanoyl hydrazines, derivatives and process for the preparation thereof |
-
1997
- 1997-11-03 KR KR1019970057813A patent/KR100255039B1/ko not_active Expired - Fee Related
-
1998
- 1998-06-17 CA CA002298664A patent/CA2298664A1/en not_active Abandoned
- 1998-06-17 CN CN98807667.5A patent/CN1265092A/zh active Pending
- 1998-06-17 US US09/463,443 patent/US6342034B1/en not_active Expired - Fee Related
- 1998-06-17 WO PCT/KR1998/000165 patent/WO1999005092A1/en not_active Ceased
- 1998-06-17 JP JP50968099A patent/JP3259230B2/ja not_active Expired - Fee Related
- 1998-06-17 ES ES98929879T patent/ES2187033T3/es not_active Expired - Lifetime
- 1998-06-17 EP EP98929879A patent/EP1000014B1/en not_active Expired - Lifetime
- 1998-06-17 DE DE69811083T patent/DE69811083T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1000014A1 (en) | 2000-05-17 |
| DE69811083D1 (de) | 2003-03-06 |
| JP3259230B2 (ja) | 2002-02-25 |
| WO1999005092A1 (en) | 1999-02-04 |
| CN1265092A (zh) | 2000-08-30 |
| CA2298664A1 (en) | 1999-02-04 |
| US6342034B1 (en) | 2002-01-29 |
| KR100255039B1 (ko) | 2000-05-01 |
| EP1000014B1 (en) | 2003-01-29 |
| KR19990013237A (ko) | 1999-02-25 |
| DE69811083T2 (de) | 2003-10-09 |
| JP2000516967A (ja) | 2000-12-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2187033T3 (es) | Procedimiento para la preparacion de l-carnitina. | |
| BR0103969A (pt) | Aparelho e processo para a preparação de fundidos de sal e seus usos | |
| ATE223371T1 (de) | Katalytische hydrierung von nitrobenzol zu 4- amino-diphenylamin in gegenwart einer hydroxyl- verbindung und eines lösungsmittels | |
| Sallio et al. | Enantioenriched Isoindolinones from Chiral Phase-Transfer-Catalyzed Intramolecular Aza-Michael Reactions | |
| IL158914A0 (en) | Synthesis of 4-phenylbutyric acid | |
| Takada et al. | Catalytic diastereoselective imidation of diaryl sulfides bearing a chiral oxazolinyl moiety with chloramine T trihydrate | |
| BR9915868A (pt) | Processo para a decomposição de tramadol | |
| PT86375A (fr) | Procede de preparation de thienylethylamines | |
| Yu et al. | Synthesis of α-aliphatic and β-aromatic substituted taurines via regioselective ring opening of thiiranes with ammonia | |
| SE7600111L (sv) | Sett att framstella flerkerniga aromatiska polyaminer | |
| BR0108489A (pt) | Processo para a produção de n-(fosfonometil) glicina | |
| PT1268395E (pt) | Processo para a preparacao de misturas de metilenodianilina e os seus produtos homologos superiores | |
| EP1148046A4 (en) | PROCESS RELATING TO THE PREPARATION OF ALPHA-AMINOCETONES | |
| PT1230211E (pt) | Processo para a preparacao de cetiminas | |
| BR0214173A (pt) | Processo para reagir alcalóides, produto de reação, mistura de produtos de reação, e, uso de produtos de reação | |
| Yamada et al. | Efficient alternative synthetic route to diltiazem via (2R, 3S)-3-(4-Methoxyphenyl) glycidamide | |
| BR0214171A (pt) | Processo para a hidrogenação de acetona para a preparação de isopropanol | |
| BR0316482A (pt) | Processo aperfeiçoado para a preparação de indenos 1,3 substituìdos | |
| KR0133295B1 (ko) | 2-(2-클로로에톡시)벤젠술폰아미드의 제조방법 | |
| Mi et al. | A Facile and Practical Synthesis of (-)-tasimelteon | |
| AR053759A1 (es) | Procedimiento para preparar acido cianhidrico | |
| Sureshbabu et al. | A simple synthesis of Nβ-Fmoc/Z-amino alkyl thiols and their use in the synthesis of Nβ-Fmoc/Z-amino alkyl sulfonic acids | |
| RU2059626C1 (ru) | СПОСОБ ПОЛУЧЕНИЯ ТРИБРОМИДА ТРИС( β -ДИЭТИЛБЕНЗИЛАММОНИО)ЭТИЛОВОГО ЭФИРА ИЗОЦИАНУРОВОЙ КИСЛОТЫ | |
| Pan et al. | Synthesis of S-3-hydroxyadamantylglycine ester by a Pd/C promoted mild Leuckart-Wallach reaction and an L-dibenzoyltartaric acid resolution | |
| JPS615058A (ja) | 2,3−ジクロルアニリンの分離法 |