CO4950542A1 - Proceso mejorado para la sintesis de esteres protegidos de acido (s)-3, 4-dihidroxibutirico - Google Patents
Proceso mejorado para la sintesis de esteres protegidos de acido (s)-3, 4-dihidroxibutiricoInfo
- Publication number
- CO4950542A1 CO4950542A1 CO97042973A CO97042973A CO4950542A1 CO 4950542 A1 CO4950542 A1 CO 4950542A1 CO 97042973 A CO97042973 A CO 97042973A CO 97042973 A CO97042973 A CO 97042973A CO 4950542 A1 CO4950542 A1 CO 4950542A1
- Authority
- CO
- Colombia
- Prior art keywords
- compound
- formula
- acid
- preparation
- dihidroxibutirico
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 239000002253 acid Substances 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 238000002360 preparation method Methods 0.000 abstract 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- FUDDLSHBRSNCBV-VKHMYHEASA-N (4s)-4-hydroxyoxolan-2-one Chemical compound O[C@@H]1COC(=O)C1 FUDDLSHBRSNCBV-VKHMYHEASA-N 0.000 abstract 1
- DZAIOXUZHHTJKN-UHFFFAOYSA-N 2-Desoxy-D-glycero-tetronsaeure Natural products OCC(O)CC(O)=O DZAIOXUZHHTJKN-UHFFFAOYSA-N 0.000 abstract 1
- DZAIOXUZHHTJKN-VKHMYHEASA-N 3S,4-dihydroxy-butyric acid Chemical compound OC[C@@H](O)CC(O)=O DZAIOXUZHHTJKN-VKHMYHEASA-N 0.000 abstract 1
- 150000001720 carbohydrates Chemical class 0.000 abstract 1
- -1 cyclic orthoesters Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings 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
- C07D317/34—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Furan Compounds (AREA)
- Pyrane Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2236996P | 1996-07-29 | 1996-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO4950542A1 true CO4950542A1 (es) | 2000-09-01 |
Family
ID=21809241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO97042973A CO4950542A1 (es) | 1996-07-29 | 1997-07-28 | Proceso mejorado para la sintesis de esteres protegidos de acido (s)-3, 4-dihidroxibutirico |
Country Status (17)
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0915866T3 (da) * | 1996-07-29 | 2002-06-10 | Warner Lambert Co | Forbedret fremgangsmåde til syntese af beskyttende estere af (S)-3,4-dihydroxysmørsyre |
| KR100332703B1 (ko) * | 1998-07-24 | 2002-08-27 | 삼성정밀화학 주식회사 | 광학활성을갖는(s)-3,4-에폭시부티르산염의제조방법 |
| CN1160468C (zh) * | 1998-07-24 | 2004-08-04 | 三星精密化学株式会社 | 制备光学纯(s)-3,4-二羟基丁酸衍生物的方法 |
| US6713290B2 (en) | 1998-07-24 | 2004-03-30 | Samsung Fine Chemicals Co., Ltd. | Process for preparing optically pure (S)-3-hydroxy-γ-butyrolactone |
| US6235930B1 (en) * | 1999-03-31 | 2001-05-22 | Board Of Trustees Operating Michigan State University | Process for the preparation of 3,4-dihydroxybutanoic acid and derivatives thereof from substituted pentose sugars |
| HU227840B1 (en) * | 1999-05-06 | 2012-05-02 | Egis Gyogyszergyar Nyilvanosan M Kod Ruszvunytarsasag | Intermediates of atorvastatin synthesis and process for producing them |
| AU776613B2 (en) | 1999-12-17 | 2004-09-16 | Pfizer Science And Technology Ireland Limited | A factory scale process for producing crystalline atorvastatin trihydrate hemi calcium salt |
| CA2391357C (en) * | 1999-12-17 | 2009-01-06 | Warner Lambert Research And Development Ireland Limited | A process for producing crystalline atorvastatin calcium |
| JP4598917B2 (ja) * | 2000-04-28 | 2010-12-15 | ダイセル化学工業株式会社 | ラクトンの製造方法 |
| KR100645665B1 (ko) | 2000-07-27 | 2006-11-13 | 에스케이 주식회사 | (ｓ)-베타-하이드록시-감마-부티로락톤의 연속 제조방법 |
| US6476235B2 (en) * | 2001-01-09 | 2002-11-05 | Warner-Lambert Company | Process for the synthesis of 5-(4-fluorophenyl)-1-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide |
| EP1728785A1 (en) | 2001-01-09 | 2006-12-06 | Warner-Lambert Company LLC | 7-[(2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4-phenylcarbamoyl-pyrrol-1-yl]-heptanoic acid ester 3,5-dioxo-acetal |
| WO2002057229A1 (en) * | 2001-01-19 | 2002-07-25 | Biocon India Limited | FORM V CRYSTALLINE [R-(R*,R*)]-2-(4-FLUOROPHENYL)-ß,$G(D)-DIHYDROXY-5-(1-METHYLETHYL)-3-PHENYL-4-[(PHENYLAMINO)CARBONYL]-1H-PYRROLE-1- HEPTANOIC ACID HEMI CALCIUM SALT. (ATORVASTATIN) |
| MXPA03010266A (es) * | 2001-06-29 | 2004-03-10 | Warner Lambert Co | Formas cristalinas de la sal de calcio del acido [r-(r*, r*)]-2 -(4-fluorofenil)-¦, d-dihidroxi-5 -(1-metiletil)-3 -fenil-4- [(fenilamino) carbonil ]-1h- pirrol-1-heptanoico (2:1) (atorvastatin). |
| SK802004A3 (en) * | 2001-07-06 | 2004-10-05 | Teva Pharma | Process for the preparation of 7-amino syn 3,5-dihydroxy heptanoic acid derivatives via 6-cyano syn 3,5-dihydroxy hexanoic acid derivatives |
| BR0215602A (pt) * | 2002-02-25 | 2004-12-07 | Biocon Ltd | ésteres de boronato |
| GB0211716D0 (en) | 2002-05-22 | 2002-07-03 | Phoenix Chemicals Ltd | Process |
| ATE368661T1 (de) * | 2002-08-06 | 2007-08-15 | Warner Lambert Co | Verfahren zur herstellung von 5-(4-fluorphenyl)-1- 2-((2r,4r)-4-hydroxy-6-oxo etrahydropyran-2- yl)ethylö-2-isopropyl-4-phenyl-1h-pyrrol-3- carbonsäurephenylamid |
| CA2499655A1 (en) * | 2002-09-18 | 2004-04-01 | Sk Corporation | Continuous process for the production of optically pure (s)-.beta.-hydroxy-.gamma.-butyrolactone |
| AU2003263031A1 (en) * | 2002-09-20 | 2004-04-08 | Diversa Corporation | Chemoenzymatic methods for the synthesis of statins and stain intermediates |
| US6713639B1 (en) | 2002-10-28 | 2004-03-30 | Council Of Scientific And Industrial Research | Process for preparing enantiomerically pure (S)-3-hydroxy-gamma-butyrolactone |
| EP1615883A1 (en) * | 2003-04-14 | 2006-01-18 | Warner-Lambert Company | Process for preparing 5-(4-fluorophenyl)-1-[2-((2r,4r)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-2-isopropyl-4-phenyl-1h-pyrrole-3-carboxylic acid phenylamide |
| US7232920B2 (en) * | 2003-04-22 | 2007-06-19 | Biocon | Process for stereoselective reduction of β-ketoesters |
| US7790197B2 (en) * | 2003-06-09 | 2010-09-07 | Warner-Lambert Company Llc | Pharmaceutical compositions of atorvastatin |
| US20040253305A1 (en) * | 2003-06-12 | 2004-12-16 | Luner Paul E. | Pharmaceutical compositions of atorvastatin |
| US7655692B2 (en) * | 2003-06-12 | 2010-02-02 | Pfizer Inc. | Process for forming amorphous atorvastatin |
| US20050271717A1 (en) * | 2003-06-12 | 2005-12-08 | Alfred Berchielli | Pharmaceutical compositions of atorvastatin |
| CN1852894A (zh) * | 2003-09-17 | 2006-10-25 | 沃尼尔·朗伯有限责任公司 | [R－(R*, R*)]－2－(4－氟苯基) －β,δ－二羟基－5－(1－甲基乙基) －3－苯基－4－[(苯基氨基)羰基] －1 H－吡咯－1－庚酸的结晶形式 |
| WO2005068642A2 (en) | 2003-10-01 | 2005-07-28 | Board Of Trustees Operating Michigan State University | Bacterial synthesis of 1,2,4-butanetriol enantiomers |
| CN1960972A (zh) * | 2004-04-16 | 2007-05-09 | 辉瑞产品公司 | 用于形成无定形阿托伐它汀钙的方法 |
| EP2540704B1 (en) | 2004-05-05 | 2019-07-03 | Pfizer Products Inc. | Benethamine salt forms of atorvastatin |
| CA2754932C (en) | 2004-07-20 | 2014-04-01 | Warner-Lambert Company Llc | Novel forms of [r-(r*,r*)]-2-(4-fluorophenyl)-.beta.,.delta.-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1h-pyrrole-1-heptanoic acid calcium salt (2:1) |
| WO2006046109A1 (en) | 2004-10-28 | 2006-05-04 | Warner-Lambert Company Llc | Process for forming amorphous atorvastatin |
| US20090088465A1 (en) * | 2004-12-02 | 2009-04-02 | Stephen Craig Dyar | Pharmaceutical Compositions of Amorphous Atorvastatin and Process for Preparing Same |
| DE602006013815D1 (de) * | 2005-05-31 | 2010-06-02 | Kowa Co | Verfahren zur herstellung von optisch aktiven ppar-aktivierenden verbindungen und zwischenprodukte für die herstellung |
| CA2547216A1 (en) | 2005-09-21 | 2007-03-21 | Renuka D. Reddy | Process for annealing amorphous atorvastatin |
| DK1957452T3 (da) * | 2005-11-21 | 2010-07-26 | Warner Lambert Co | Nye former af [R-(R*,R*)]-2-(4-fluorphenyl)-B,B-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-heptansyre- magnesium |
| US20110165641A1 (en) * | 2006-03-31 | 2011-07-07 | The Board Of Trustees Of Michigan State University | Synthesis of 1,2,4-Butanetriol Enantiomers from Carbohydrates |
| CN101512004A (zh) * | 2006-07-19 | 2009-08-19 | 密歇根州州立大学托管委员会 | D-1,2,4-丁三醇的微生物合成 |
| KR100850558B1 (ko) | 2008-01-02 | 2008-08-06 | 조동옥 | 아토르바스타틴의 효율적인 제조방법 |
| JP2009256316A (ja) | 2008-03-28 | 2009-11-05 | Daicel Chem Ind Ltd | β−ヒドロキシ−γ−ブチロラクトンの製造方法 |
| CN101337906B (zh) * | 2008-08-15 | 2012-06-27 | 河南豫辰精细化工有限公司 | 一种4-甲基-3-氧代-n-苯基戊酰胺的制备方法 |
| EP2373609B1 (en) | 2008-12-19 | 2013-10-16 | KRKA, D.D., Novo Mesto | Use of amphiphilic compounds for controlled crystallization of statins and statin intermediates |
| EP2327682A1 (en) | 2009-10-29 | 2011-06-01 | KRKA, D.D., Novo Mesto | Use of amphiphilic compounds for controlled crystallization of statins and statin intermediates |
| MX2013015272A (es) | 2011-07-01 | 2014-04-14 | Dsm Sinochem Pharm Nl Bv | Cristales micronizados. |
| CN106397241A (zh) * | 2016-08-23 | 2017-02-15 | 杨锋 | 一种4‑甲基‑3‑氧代‑n‑苯基戊酰胺的绿色环保后处理方法 |
| CN106588689A (zh) * | 2016-12-15 | 2017-04-26 | 河南豫辰药业股份有限公司 | 一种从结晶母液废液中回收阿托伐他汀中间体m4的方法 |
| CN112939901B (zh) * | 2021-02-09 | 2023-05-09 | 中国科学院福建物质结构研究所 | 一种α-羟基-γ-丁内酯的制备方法 |
| CN114195670B (zh) * | 2021-12-31 | 2024-03-15 | 河南豫辰药业股份有限公司 | 一种阿托伐他汀母核m4的精制方法 |
| CN117447350A (zh) * | 2023-10-26 | 2024-01-26 | 河南豫辰药业股份有限公司 | 一种阿托伐他汀m4有机废物综合再利用方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2710688B2 (ja) * | 1990-10-09 | 1998-02-10 | 鐘淵化学工業株式会社 | ４―ブロモ―３―ヒドロキシ酪酸エステル誘導体の製造法 |
| CA2049536C (en) * | 1991-05-13 | 1999-07-06 | Rawle I. Hollingsworth | Process for the preparation of 3,4-dihydroxybutanoic acid and salts thereof |
| JP3351563B2 (ja) * | 1992-12-03 | 2002-11-25 | 鐘淵化学工業株式会社 | ３−ヒドロキシ酪酸誘導体の製造法 |
| DK0915866T3 (da) * | 1996-07-29 | 2002-06-10 | Warner Lambert Co | Forbedret fremgangsmåde til syntese af beskyttende estere af (S)-3,4-dihydroxysmørsyre |
-
1997
- 1997-07-01 DK DK97931557T patent/DK0915866T3/da active
- 1997-07-01 US US09/230,397 patent/US5998633A/en not_active Expired - Fee Related
- 1997-07-01 PT PT97931557T patent/PT915866E/pt unknown
- 1997-07-01 JP JP10508813A patent/JP2000515882A/ja not_active Ceased
- 1997-07-01 HU HU9904348A patent/HU226465B1/hu not_active IP Right Cessation
- 1997-07-01 WO PCT/US1997/011654 patent/WO1998004543A1/en not_active Ceased
- 1997-07-01 IL IL12705897A patent/IL127058A/en not_active IP Right Cessation
- 1997-07-01 EP EP97931557A patent/EP0915866B1/en not_active Expired - Lifetime
- 1997-07-01 CN CN97195996A patent/CN1093126C/zh not_active Expired - Fee Related
- 1997-07-01 AT AT97931557T patent/ATE215078T1/de not_active IP Right Cessation
- 1997-07-01 AU AU35154/97A patent/AU3515497A/en not_active Abandoned
- 1997-07-01 KR KR10-1999-7000721A patent/KR100447370B1/ko not_active Expired - Fee Related
- 1997-07-01 ES ES97931557T patent/ES2176756T3/es not_active Expired - Lifetime
- 1997-07-01 DE DE69711391T patent/DE69711391T2/de not_active Expired - Fee Related
- 1997-07-01 TR TR1999/00191T patent/TR199900191T2/xx unknown
- 1997-07-28 ZA ZA9706705A patent/ZA976705B/xx unknown
- 1997-07-28 CO CO97042973A patent/CO4950542A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2000515882A (ja) | 2000-11-28 |
| ATE215078T1 (de) | 2002-04-15 |
| DK0915866T3 (da) | 2002-06-10 |
| ZA976705B (en) | 1998-02-10 |
| EP0915866B1 (en) | 2002-03-27 |
| IL127058A (en) | 2001-07-24 |
| WO1998004543A1 (en) | 1998-02-05 |
| CN1093126C (zh) | 2002-10-23 |
| KR20000029648A (ko) | 2000-05-25 |
| CN1223647A (zh) | 1999-07-21 |
| HK1020728A1 (en) | 2000-05-19 |
| HUP9904348A2 (hu) | 2000-04-28 |
| PT915866E (pt) | 2002-07-31 |
| DE69711391D1 (de) | 2002-05-02 |
| US5998633A (en) | 1999-12-07 |
| HUP9904348A3 (en) | 2004-03-01 |
| DE69711391T2 (de) | 2002-11-07 |
| IL127058A0 (en) | 1999-09-22 |
| ES2176756T3 (es) | 2002-12-01 |
| KR100447370B1 (ko) | 2004-09-08 |
| AU3515497A (en) | 1998-02-20 |
| HU226465B1 (en) | 2008-12-29 |
| EP0915866A1 (en) | 1999-05-19 |
| TR199900191T2 (xx) | 1999-04-21 |
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