HRP20000467B1 - Process for the preparation of simvastatin and derivatives thereof - Google Patents
Process for the preparation of simvastatin and derivatives thereofInfo
- Publication number
- HRP20000467B1 HRP20000467B1 HR20000467A HRP20000467A HRP20000467B1 HR P20000467 B1 HRP20000467 B1 HR P20000467B1 HR 20000467 A HR20000467 A HR 20000467A HR P20000467 A HRP20000467 A HR P20000467A HR P20000467 B1 HRP20000467 B1 HR P20000467B1
- Authority
- HR
- Croatia
- Prior art keywords
- formula
- protecting group
- simvastatin
- derivatives
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- RYMZZMVNJRMUDD-UHFFFAOYSA-N SJ000286063 Natural products C12C(OC(=O)C(C)(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 RYMZZMVNJRMUDD-UHFFFAOYSA-N 0.000 title 1
- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 title 1
- 229960002855 simvastatin Drugs 0.000 title 1
- 125000006239 protecting group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 diol lactone Chemical class 0.000 abstract 3
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 abstract 1
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D309/30—Oxygen atoms, e.g. delta-lactones
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyrane Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SI9800057A SI9800057A (sl) | 1998-02-26 | 1998-02-26 | Postopek za pripravo simvastatina in njegovih derivatov |
| PCT/SI1999/000006 WO1999043665A1 (en) | 1998-02-26 | 1999-02-24 | Process for the preparation of simvastatin and derivatives thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HRP20000467A2 HRP20000467A2 (en) | 2001-02-28 |
| HRP20000467B1 true HRP20000467B1 (en) | 2009-02-28 |
Family
ID=20432210
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20000467A HRP20000467B1 (en) | 1998-02-26 | 2000-07-07 | Process for the preparation of simvastatin and derivatives thereof |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6252091B1 (xx) |
| EP (1) | EP1056737B1 (xx) |
| AT (1) | ATE243207T1 (xx) |
| AU (1) | AU3284699A (xx) |
| BG (1) | BG64826B1 (xx) |
| CZ (1) | CZ297405B6 (xx) |
| DE (1) | DE69908909T2 (xx) |
| EA (1) | EA002370B1 (xx) |
| EE (1) | EE04345B1 (xx) |
| HR (1) | HRP20000467B1 (xx) |
| HU (1) | HU227916B1 (xx) |
| NO (1) | NO326301B1 (xx) |
| PL (1) | PL194713B1 (xx) |
| RS (1) | RS49712B (xx) |
| SI (1) | SI9800057A (xx) |
| SK (1) | SK284137B6 (xx) |
| UA (1) | UA56303C2 (xx) |
| WO (1) | WO1999043665A1 (xx) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI20116A (sl) | 1998-12-02 | 2000-06-30 | LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d. | Nov postopek za pripravo simvastatina in njegovih analogov |
| AU1683000A (en) * | 1998-12-10 | 2000-06-26 | Kaneka Corporation | Process for producing simvastatin |
| US6573385B1 (en) | 1999-11-11 | 2003-06-03 | Biocon India Limited | Process for manufacturing simvastatin and novel intermediates thereof |
| US6573392B1 (en) | 1999-11-11 | 2003-06-03 | Biocon India Limited | Process for manufacturing simvastatin and the novel intermediates |
| CN1446088A (zh) | 2000-07-27 | 2003-10-01 | 普拉斯化学品有限公司 | 高度纯化的辛伐他汀组合物 |
| US6603022B1 (en) | 2002-05-10 | 2003-08-05 | Biocon India Limited | Process for manufacturing Simvastatin and novel intermediates thereof |
| SK285772B6 (sk) * | 2002-11-20 | 2007-08-02 | Zentiva, A. S. | Spôsob prípravy simvastatínu |
| CN102070587B (zh) * | 2011-01-13 | 2015-10-14 | 广东东阳光药业有限公司 | 一锅法制备辛伐他汀的方法 |
| WO2014168933A1 (en) | 2013-04-08 | 2014-10-16 | Cytodyn Inc. | Felinized antibodies and methods of treating retroviral infections in felines |
| CN104311517B (zh) * | 2014-10-17 | 2017-06-06 | 上海应用技术学院 | 他汀内酯脱水化合物及其用途 |
| CN104356120B (zh) * | 2014-10-17 | 2017-05-03 | 上海应用技术学院 | 多取代喹啉类他汀内酯脱水化合物及其用途 |
| CN105111173B (zh) * | 2015-06-26 | 2017-06-23 | 上海应用技术学院 | 他汀含氟衍生物及其用途 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0033538A2 (en) * | 1980-02-04 | 1981-08-12 | Merck & Co. Inc. | 6(R)-(2-(8'-acyloxy-2'-methyl-6'-methyl (or hydrogen)-polyhydronaphthyl-1')-ethyl)-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones, the hydroxy acid form of said pyranones, the pharmaceutically acceptable salts of said hydroxy acids, and the lower alkyl, and phenyl, dimethylamino or acetylamino substituted lower alkyl esters of said hydroxy acid, processes for preparing the same, and a pharmaceutical antihypercholesterolemic composition containing the same |
| US4444784A (en) * | 1980-08-05 | 1984-04-24 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
| EP0287340A2 (en) * | 1987-04-15 | 1988-10-19 | Merck & Co. Inc. | Novel acylation process for the synthesis of HMG-COA reductase inhibitors |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR69216B (xx) | 1979-06-15 | 1982-05-07 | Merck & Co Inc | |
| DE3480923D1 (de) * | 1983-10-11 | 1990-02-08 | Merck & Co Inc | Verfahren zur c-methylierung von 2-methylbutyraten. |
| US4820850A (en) * | 1987-07-10 | 1989-04-11 | Merck & Co., Inc. | Process for α-C-alkylation of the 8-acyl group on mevinolin and analogs thereof |
| CA2036962C (en) | 1990-02-26 | 1998-09-15 | Ann E. Decamp | Process for the desilylation of a 4-silyloxy-tetrahydro-pyran-2-one |
| US5223415A (en) * | 1990-10-15 | 1993-06-29 | Merck & Co., Inc. | Biosynthetic production of 7-[1',2',6',7',8',8a'(R)-hexahydro-2'(S),6'(R)-dimethyl-8'(S)-hydroxy-1'(S)-naphthyl]-3(R),5(R)-dihydroxyheptanoic acid (triol acid) |
| SI9500238A (en) | 1995-07-27 | 1997-02-28 | Krka Tovarna Zdravil | Procedure for the production of lovastatin |
-
1998
- 1998-02-26 SI SI9800057A patent/SI9800057A/sl unknown
-
1999
- 1999-02-24 EP EP99936072A patent/EP1056737B1/en not_active Expired - Lifetime
- 1999-02-24 AT AT99936072T patent/ATE243207T1/de not_active IP Right Cessation
- 1999-02-24 CZ CZ20002857A patent/CZ297405B6/cs not_active IP Right Cessation
- 1999-02-24 SK SK1258-2000A patent/SK284137B6/sk not_active IP Right Cessation
- 1999-02-24 EA EA200000881A patent/EA002370B1/ru not_active IP Right Cessation
- 1999-02-24 PL PL99342511A patent/PL194713B1/pl unknown
- 1999-02-24 AU AU32846/99A patent/AU3284699A/en not_active Abandoned
- 1999-02-24 DE DE69908909T patent/DE69908909T2/de not_active Expired - Lifetime
- 1999-02-24 RS YUP-466/00A patent/RS49712B/sr unknown
- 1999-02-24 UA UA2000095504A patent/UA56303C2/uk unknown
- 1999-02-24 HU HU0100743A patent/HU227916B1/hu not_active IP Right Cessation
- 1999-02-24 WO PCT/SI1999/000006 patent/WO1999043665A1/en active IP Right Grant
- 1999-02-24 EE EEP200000479A patent/EE04345B1/xx not_active IP Right Cessation
-
2000
- 2000-07-07 HR HR20000467A patent/HRP20000467B1/xx not_active IP Right Cessation
- 2000-08-23 NO NO20004221A patent/NO326301B1/no not_active IP Right Cessation
- 2000-09-05 BG BG104749A patent/BG64826B1/bg unknown
- 2000-09-22 US US09/668,101 patent/US6252091B1/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0033538A2 (en) * | 1980-02-04 | 1981-08-12 | Merck & Co. Inc. | 6(R)-(2-(8'-acyloxy-2'-methyl-6'-methyl (or hydrogen)-polyhydronaphthyl-1')-ethyl)-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-ones, the hydroxy acid form of said pyranones, the pharmaceutically acceptable salts of said hydroxy acids, and the lower alkyl, and phenyl, dimethylamino or acetylamino substituted lower alkyl esters of said hydroxy acid, processes for preparing the same, and a pharmaceutical antihypercholesterolemic composition containing the same |
| US4444784A (en) * | 1980-08-05 | 1984-04-24 | Merck & Co., Inc. | Antihypercholesterolemic compounds |
| EP0287340A2 (en) * | 1987-04-15 | 1988-10-19 | Merck & Co. Inc. | Novel acylation process for the synthesis of HMG-COA reductase inhibitors |
Also Published As
| Publication number | Publication date |
|---|---|
| NO20004221D0 (no) | 2000-08-23 |
| SI9800057A (sl) | 1999-08-31 |
| AU3284699A (en) | 1999-09-15 |
| RS49712B (sr) | 2007-12-31 |
| CZ297405B6 (cs) | 2006-12-13 |
| EA200000881A1 (ru) | 2001-02-26 |
| UA56303C2 (uk) | 2003-05-15 |
| SK284137B6 (sk) | 2004-09-08 |
| DE69908909D1 (de) | 2003-07-24 |
| PL342511A1 (en) | 2001-06-18 |
| US6252091B1 (en) | 2001-06-26 |
| HRP20000467A2 (en) | 2001-02-28 |
| HUP0100743A2 (hu) | 2001-11-28 |
| SK12582000A3 (sk) | 2002-01-07 |
| EP1056737B1 (en) | 2003-06-18 |
| DE69908909T2 (de) | 2003-12-04 |
| NO20004221L (no) | 2000-08-23 |
| BG64826B1 (bg) | 2006-05-31 |
| WO1999043665A1 (en) | 1999-09-02 |
| EA002370B1 (ru) | 2002-04-25 |
| HUP0100743A3 (en) | 2002-04-29 |
| HU227916B1 (en) | 2012-06-28 |
| YU46600A (sh) | 2003-12-31 |
| PL194713B1 (pl) | 2007-06-29 |
| CZ20002857A3 (cs) | 2000-11-15 |
| BG104749A (en) | 2001-04-30 |
| ATE243207T1 (de) | 2003-07-15 |
| EE04345B1 (et) | 2004-08-16 |
| EP1056737A1 (en) | 2000-12-06 |
| EE200000479A (et) | 2002-02-15 |
| NO326301B1 (no) | 2008-11-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A1OB | Publication of a patent application | ||
| ARAI | Request for the grant of a patent on the basis of the submitted results of a substantive examination of a patent application | ||
| B1PR | Patent granted | ||
| ODRP | Renewal fee for the maintenance of a patent |
Payment date: 20130213 Year of fee payment: 15 |
|
| PBON | Lapse due to non-payment of renewal fee |
Effective date: 20140224 |