AR064027A1 - Proceso quimico para preparar rosuvastatina y su sal de sodio y/o calcio - Google Patents
Proceso quimico para preparar rosuvastatina y su sal de sodio y/o calcioInfo
- Publication number
- AR064027A1 AR064027A1 ARP070105303A ARP070105303A AR064027A1 AR 064027 A1 AR064027 A1 AR 064027A1 AR P070105303 A ARP070105303 A AR P070105303A AR P070105303 A ARP070105303 A AR P070105303A AR 064027 A1 AR064027 A1 AR 064027A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- forming
- alkyl
- independently selected
- Prior art date
Links
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 title 1
- 239000011575 calcium Substances 0.000 title 1
- 229910052791 calcium Inorganic materials 0.000 title 1
- 238000001311 chemical methods and process Methods 0.000 title 1
- BPRHUIZQVSMCRT-VEUZHWNKSA-N rosuvastatin Chemical compound CC(C)C1=NC(N(C)S(C)(=O)=O)=NC(C=2C=CC(F)=CC=2)=C1\C=C\[C@@H](O)C[C@@H](O)CC(O)=O BPRHUIZQVSMCRT-VEUZHWNKSA-N 0.000 title 1
- 229960000672 rosuvastatin Drugs 0.000 title 1
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 229910001508 alkali metal halide Inorganic materials 0.000 abstract 1
- -1 alkali metal halide salt Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000005841 biaryl group Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Reivindicacion 1: Un proceso para la fabricacion de un compuesto de formula (5) que comprende a) la reaccion de un compuesto de formula (2) donde cada R1 se selecciona independientemente de alquilo C1-6 y fenilo; cada R2 se selecciona independientemente de alquilo C1-6 y arilalquilo C1-6; o los dos grupos R2 juntos comprenden una cadena de alquileno C1-3 o un grupo espirocicloalquilo C5-6 (opcionalmente sustituido con 1 o 2 grupos alquilo C1-4); con un compuesto de formula (3) en presencia de un catalizador de titanio (4) de formula (4) (donde cada R3 se selecciona independientemente de alquilo C1-6 y A-B comprende un derivado de biarilo opcionalmente sustituido en configuracion S) y una sal haluro de metal alcalino, en un solvente inerte. Reivindicacion 3: Un proceso para la fabricacion de un compuesto de formula (6) que comprende a) formar un compuesto de formula (5) de acuerdo con la reivindicacion 1 o reivindicacion 2; y que además comprende b) reduccion del grupo ceto del compuesto de formula (5) para dar un compuesto de formula (6). Reivindicacion 4: Un proceso para formar un compuesto de formula (1) o su sal aceptable para uso farmacéutico, que comprende a) formar un compuesto de formula (5) y b) formar un compuesto de formula (6) de acuerdo con la reivindicacion 3; y que además comprende c) la eliminacion del grupo R2 para dar el compuesto de formula (1) o una sal del mismo; opcionalmente seguido de formacion de una sal aceptable para uso farmacéutico.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US86811106P | 2006-12-01 | 2006-12-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR064027A1 true AR064027A1 (es) | 2009-03-04 |
Family
ID=39092852
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP070105303A AR064027A1 (es) | 2006-12-01 | 2007-11-29 | Proceso quimico para preparar rosuvastatina y su sal de sodio y/o calcio |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20080188657A1 (es) |
| EP (1) | EP2091923A1 (es) |
| JP (1) | JP2010511029A (es) |
| CN (1) | CN101627018A (es) |
| AR (1) | AR064027A1 (es) |
| AU (1) | AU2007327013B2 (es) |
| CA (1) | CA2670456A1 (es) |
| CL (1) | CL2007003459A1 (es) |
| NZ (1) | NZ577218A (es) |
| TW (1) | TW200831469A (es) |
| WO (1) | WO2008065410A1 (es) |
| ZA (1) | ZA200903533B (es) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0011120D0 (en) * | 2000-05-09 | 2000-06-28 | Avecia Ltd | Process |
| NL1015744C2 (nl) * | 2000-07-19 | 2002-01-22 | Dsm Nv | Werkwijze voor de bereiding van 2-(6-gesubstitueerde-1,3-dioxan-4-yl) azijnzuurderivaten. |
| NZ531033A (en) * | 2001-07-13 | 2005-07-29 | Astrazeneca Uk Ltd | Preparation of a 2-(N-methyl-N-methanesulfonylamino)pyrimidine compound or analogous aminopyrimidine compounds |
| GB0218781D0 (en) * | 2002-08-13 | 2002-09-18 | Astrazeneca Ab | Chemical process |
| GB0312896D0 (en) * | 2003-06-05 | 2003-07-09 | Astrazeneca Ab | Chemical process |
| UY28501A1 (es) | 2003-09-10 | 2005-04-29 | Astrazeneca Uk Ltd | Compuestos químicos |
| GB0324791D0 (en) * | 2003-10-24 | 2003-11-26 | Astrazeneca Ab | Chemical process |
| US7851624B2 (en) | 2003-12-24 | 2010-12-14 | Teva Pharamaceutical Industries Ltd. | Triol form of rosuvastatin and synthesis of rosuvastatin |
| GB0428328D0 (en) * | 2004-12-24 | 2005-02-02 | Astrazeneca Uk Ltd | Chemical process |
| EP1869005A1 (en) * | 2005-04-04 | 2007-12-26 | Unichem Laboratories Limited | Process for preparation of calcium salt of rosuvastatin |
| GB0514078D0 (en) * | 2005-07-08 | 2005-08-17 | Astrazeneca Uk Ltd | Chemical process |
| KR20090018964A (ko) | 2007-04-18 | 2009-02-24 | 테바 파마슈티컬 인더스트리즈 리미티드 | Hmg-coa 환원 효소 억제제의 중간체의 제조 방법 |
| WO2012011129A2 (en) * | 2010-07-22 | 2012-01-26 | Msn Laboratories Limited | Novel polymorph of bis[(e)-7-[4-(4-fluorophenyl)-6-iso-propyl-2-[methyl (methylsulfonyl)amino]pyrimidin-5-yl](3r,5s)-3,5-dihydroxyhept-6-enoic acid] calcium salt |
| WO2015030001A1 (ja) * | 2013-08-30 | 2015-03-05 | 日産化学工業株式会社 | 光学活性5-ヒドロキシ-3-ケトエステル類の製造方法 |
| WO2015119261A1 (ja) | 2014-02-06 | 2015-08-13 | 株式会社エーピーアイ コーポレーション | ロスバスタチンカルシウム及びその中間体の製造方法 |
| CN104356119B (zh) * | 2014-10-17 | 2017-05-03 | 上海应用技术学院 | 多取代嘧啶类他汀内酯脱水化合物及其用途 |
| CN104628653B (zh) * | 2015-01-28 | 2018-04-03 | 湖北益泰药业有限公司 | 合成瑞舒伐他汀钙关键中间体的方法 |
| CN104744377B (zh) * | 2015-02-12 | 2017-04-26 | 上海弈柯莱生物医药科技有限公司 | 一种(e)‑3‑[4‑(4‑氟苯基)‑6‑异丙基‑2‑(n‑甲基‑n‑甲磺酰胺基)嘧啶‑5‑基]丙烯醛的制备方法 |
| CN104744378B (zh) * | 2015-02-12 | 2017-10-13 | 上海弈柯莱生物医药科技有限公司 | 一种(e)‑3‑[4‑(4‑氟苯基)‑6‑异丙基‑2‑(n‑甲基‑n‑甲磺酰胺基)嘧啶‑5‑基]丙烯醛的合成方法 |
| CN105153040B (zh) * | 2015-10-15 | 2018-04-13 | 江苏师范大学 | 瑞舒伐他汀钙新晶型及其制备方法 |
| CN105566228B (zh) * | 2015-12-30 | 2019-01-04 | 安徽美诺华药物化学有限公司 | 一种瑞舒伐他汀的合成方法 |
| CN105461636A (zh) * | 2015-12-30 | 2016-04-06 | 安徽美诺华药物化学有限公司 | 一种瑞舒伐他汀甲酯的合成方法 |
| CN111718334B (zh) * | 2019-03-20 | 2022-09-30 | 鲁南制药集团股份有限公司 | 一种瑞舒伐他汀钙中间体化合物 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9903472D0 (en) * | 1999-02-17 | 1999-04-07 | Zeneca Ltd | Chemical process |
| GB0011120D0 (en) * | 2000-05-09 | 2000-06-28 | Avecia Ltd | Process |
| NL1015744C2 (nl) * | 2000-07-19 | 2002-01-22 | Dsm Nv | Werkwijze voor de bereiding van 2-(6-gesubstitueerde-1,3-dioxan-4-yl) azijnzuurderivaten. |
| HUP0401724A2 (hu) * | 2001-06-06 | 2004-12-28 | Bristol-Myers Squibb Co. | Eljárás királis diol-szulfon és dihidroxi-sav típusú HMG CoA reduktáz inhibitorok előállítására |
| SE0102299D0 (sv) * | 2001-06-26 | 2001-06-26 | Astrazeneca Ab | Compounds |
| NZ531033A (en) * | 2001-07-13 | 2005-07-29 | Astrazeneca Uk Ltd | Preparation of a 2-(N-methyl-N-methanesulfonylamino)pyrimidine compound or analogous aminopyrimidine compounds |
| CN1288136C (zh) * | 2001-11-14 | 2006-12-06 | 日产化学工业株式会社 | 光学活性氧代庚烯酸酯的制备方法 |
| EP1323717A1 (en) * | 2001-12-27 | 2003-07-02 | Dsm N.V. | Process for the preparation of 2-(6-Substituted-1,3-Dioxane-4-yL) acetic acid derivatives |
| US6835838B2 (en) * | 2002-01-28 | 2004-12-28 | Novartis Ag | Process for the manufacture of organic compounds |
| EP1375493A1 (en) * | 2002-06-17 | 2004-01-02 | Dsm N.V. | Process for the preparation of an dioxane acetic acid ester |
| GB0218781D0 (en) * | 2002-08-13 | 2002-09-18 | Astrazeneca Ab | Chemical process |
| WO2004054986A2 (en) * | 2002-12-16 | 2004-07-01 | Astrazeneca Uk Limited | Process for the preparation of pyrimidine compounds |
| GB0312896D0 (en) * | 2003-06-05 | 2003-07-09 | Astrazeneca Ab | Chemical process |
| UY28501A1 (es) * | 2003-09-10 | 2005-04-29 | Astrazeneca Uk Ltd | Compuestos químicos |
| GB0321827D0 (en) * | 2003-09-18 | 2003-10-15 | Astrazeneca Uk Ltd | Chemical compounds |
| GB0324791D0 (en) * | 2003-10-24 | 2003-11-26 | Astrazeneca Ab | Chemical process |
| DE10352659B4 (de) * | 2003-11-11 | 2007-09-13 | Ratiopharm Gmbh | Verfahren zur Herstellung von Statinen und Tetrahydropyranonderivate zur Verwendung in dem Verfahren |
| WO2005054207A1 (en) * | 2003-12-04 | 2005-06-16 | Glenmark Pharmaceuticals Limited | Process for the preparation of pyrimidine derivatives |
| GB0428328D0 (en) * | 2004-12-24 | 2005-02-02 | Astrazeneca Uk Ltd | Chemical process |
| CN100351240C (zh) * | 2005-01-19 | 2007-11-28 | 安徽省庆云医药化工有限公司 | 瑞舒伐他汀钙的合成方法 |
| GB0514078D0 (en) * | 2005-07-08 | 2005-08-17 | Astrazeneca Uk Ltd | Chemical process |
-
2007
- 2007-11-27 TW TW096145021A patent/TW200831469A/zh unknown
- 2007-11-29 AR ARP070105303A patent/AR064027A1/es unknown
- 2007-11-30 AU AU2007327013A patent/AU2007327013B2/en not_active Ceased
- 2007-11-30 CN CN200780050686A patent/CN101627018A/zh active Pending
- 2007-11-30 NZ NZ577218A patent/NZ577218A/en unknown
- 2007-11-30 WO PCT/GB2007/004590 patent/WO2008065410A1/en not_active Ceased
- 2007-11-30 US US11/948,615 patent/US20080188657A1/en not_active Abandoned
- 2007-11-30 EP EP07824757A patent/EP2091923A1/en not_active Withdrawn
- 2007-11-30 JP JP2009538786A patent/JP2010511029A/ja not_active Withdrawn
- 2007-11-30 CA CA002670456A patent/CA2670456A1/en not_active Abandoned
- 2007-11-30 CL CL200703459A patent/CL2007003459A1/es unknown
-
2009
- 2009-05-21 ZA ZA200903533A patent/ZA200903533B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ577218A (en) | 2011-06-30 |
| US20080188657A1 (en) | 2008-08-07 |
| CN101627018A (zh) | 2010-01-13 |
| AU2007327013A1 (en) | 2008-06-05 |
| ZA200903533B (en) | 2010-03-31 |
| JP2010511029A (ja) | 2010-04-08 |
| EP2091923A1 (en) | 2009-08-26 |
| WO2008065410A1 (en) | 2008-06-05 |
| TW200831469A (en) | 2008-08-01 |
| CL2007003459A1 (es) | 2008-08-22 |
| AU2007327013B2 (en) | 2011-01-27 |
| CA2670456A1 (en) | 2008-06-05 |
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