HUP0100252A1 - Eljárás 1,3-diolok előállítására - Google Patents
Eljárás 1,3-diolok előállításáraInfo
- Publication number
- HUP0100252A1 HUP0100252A1 HU0100252A HUP0100252A HUP0100252A1 HU P0100252 A1 HUP0100252 A1 HU P0100252A1 HU 0100252 A HU0100252 A HU 0100252A HU P0100252 A HUP0100252 A HU P0100252A HU P0100252 A1 HUP0100252 A1 HU P0100252A1
- Authority
- HU
- Hungary
- Prior art keywords
- compound
- general formula
- formula
- iii
- reaction mixture
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000000185 1,3-diols Chemical class 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 229910000102 alkali metal hydride Inorganic materials 0.000 abstract 1
- 150000008046 alkali metal hydrides Chemical class 0.000 abstract 1
- -1 alkyl boranes Chemical class 0.000 abstract 1
- 229910000085 borane Inorganic materials 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
- C07C255/20—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/416—2,5-Pyrrolidine-diones 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 other ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B41/00—Formation or introduction of functional groups containing oxygen
- C07B41/02—Formation or introduction of functional groups containing oxygen of hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/19—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton
- C07C255/21—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same saturated acyclic carbon skeleton the carbon skeleton being further substituted by doubly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- 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
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Pyrrole Compounds (AREA)
Abstract
A találmány tárgya eljárás (I) általános képletű vegyületekelőállítására, amelynek során (a) lépés: egy (II) általános képletűvegyületet vagy egy (III) általános képletű vegyületet - ahol aképletekben R és R1 jelentése a fentiekben meghatározott- oldószerbenegy trialkil-boránnal vagy egy dialkil-alkoxi-boránnal, vagy egy egytrialkil-borán és egy dialkil-alkoxi-borán keverékével reagáltatnak;(b) lépés: körülbelül -110 °C és körülbelül -50 °C közöttihőmérséklet-tartományban a reakciókeverékhez hozzáadnak egy alkálifém-hidridet; (c) lépés: a reakciókeveréket desztillációval betöményítveegy (I) általános képletű vegyületet és egy alkil-boránokat tartalmazódesztillátumot nyernek; és (d) lépés: további (I) általános képletűvegyület előállításához a (c) lépésben kapott, visszanyert alkil-boránokat tartalmazó desztillátummal további (II) vagy (III) általánosképletű vegyületet reagáltatnak, és megismétlik a (b) és (c) lépést. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6819397P | 1997-12-19 | 1997-12-19 | |
| PCT/US1998/025493 WO1999032434A1 (en) | 1997-12-19 | 1998-12-02 | Process for the synthesis of 1,3-diols |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0100252A1 true HUP0100252A1 (hu) | 2001-07-30 |
| HUP0100252A3 HUP0100252A3 (en) | 2002-12-28 |
Family
ID=22081016
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0100252A HUP0100252A3 (en) | 1997-12-19 | 1998-12-02 | Process for the synthesis of 1,3-diols |
Country Status (31)
| Country | Link |
|---|---|
| US (4) | US6433213B1 (hu) |
| EP (1) | EP1054860B1 (hu) |
| JP (1) | JP2001526256A (hu) |
| KR (2) | KR100668575B1 (hu) |
| AR (1) | AR014943A1 (hu) |
| AT (1) | ATE360608T1 (hu) |
| AU (1) | AU755543B2 (hu) |
| BR (1) | BR9813760A (hu) |
| CA (1) | CA2305618C (hu) |
| CO (1) | CO4990941A1 (hu) |
| CU (1) | CU22939A3 (hu) |
| CY (1) | CY1106612T1 (hu) |
| DE (1) | DE69837681T2 (hu) |
| DK (1) | DK1054860T3 (hu) |
| ES (1) | ES2284219T3 (hu) |
| GT (2) | GT199800197A (hu) |
| HN (1) | HN1998000187A (hu) |
| HU (1) | HUP0100252A3 (hu) |
| IL (1) | IL135562A (hu) |
| IS (1) | IS5447A (hu) |
| MY (1) | MY118726A (hu) |
| NO (1) | NO20003139D0 (hu) |
| NZ (1) | NZ504346A (hu) |
| PA (1) | PA8464901A1 (hu) |
| PE (1) | PE20000136A1 (hu) |
| PL (1) | PL193678B1 (hu) |
| PT (1) | PT1054860E (hu) |
| SV (1) | SV1998000153A (hu) |
| TW (1) | TW444000B (hu) |
| WO (1) | WO1999032434A1 (hu) |
| ZA (1) | ZA9811586B (hu) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1584616A1 (en) | 1999-12-17 | 2005-10-12 | Pfizer Science and Technology Ireland Limited | Industrial process for the production of crystalline atorvastatin trihydrate hemi calcium salt |
| DE60026737T2 (de) | 1999-12-17 | 2006-09-21 | Pfizer Science And Technology Ireland Ltd., Dun Laoghaire | Verfahren zur herstellung von kristallin atorvastin kalcium |
| US7300775B2 (en) | 1999-12-29 | 2007-11-27 | Verenium Corporation | Methods for producing α-substituted carboxylic acids using nitrilases and strecker reagents |
| US20040014195A1 (en) * | 1999-12-29 | 2004-01-22 | Diversa Corporation | Nitrilases, nucleic acids encoding them and methods for making and using them |
| US7608445B1 (en) | 1999-12-29 | 2009-10-27 | Verenium Corporation | Nitrilases, nucleic acids encoding them and methods for making and using them |
| US7521216B2 (en) | 1999-12-29 | 2009-04-21 | Verenium Corporation | Nitrilases and methods for making and using them |
| MXPA03009095A (es) * | 2001-04-05 | 2004-02-12 | Nissan Chemical Ind Ltd | Metodo para preparar 7-quinolinil-3,5-dihidroxihept-6-enoato. |
| JP2004533481A (ja) * | 2001-07-06 | 2004-11-04 | テバ ファーマシューティカル インダストリーズ リミティド | 7−アミノsyn3,5−ジヒドロキシヘプタン酸誘導体の製造方法、それらの中間体及び中間体の製造方法 |
| CA2451159A1 (en) | 2001-07-06 | 2003-01-16 | Teva Pharmaceutical Industries Ltd. | Process for the preparation of 7-amino syn 3,5-dihydroxy heptanoic acid derivatives via 6-cyano syn 3,5-dihydroxy hexanoic acid derivatives |
| GB0211715D0 (en) * | 2002-05-22 | 2002-07-03 | Phoenix Chemicals Ltd | Process |
| WO2003106415A2 (en) * | 2002-06-13 | 2003-12-24 | Diversa Corporation | Processes for making (r)-ethyl 4-cyano-3-hydroxybutyric acid |
| EP1537222B1 (en) * | 2002-08-09 | 2011-03-09 | Codexis, Inc. | Enzymatic processes for the production of 4-substituted 3-hydroxybutyric acid derivatives |
| PT1631533E (pt) * | 2003-04-22 | 2009-06-04 | Biocon Ltd | Novo processo para a redução estereosselectiva de betacetoésteres |
| 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 |
| US7541171B2 (en) * | 2003-08-11 | 2009-06-02 | Codexis, Inc. | Halohydrin dehalogenases and related polynucleotides |
| KR20060071397A (ko) * | 2003-08-11 | 2006-06-26 | 코덱시스, 인코포레이티드 | 4-치환된 3-히드록시부티르산 유도체 및 이웃자리 시아노,히드록시 치환된 카르복실산 에스테르의 효소적 제조 방법 |
| US7588928B2 (en) * | 2003-08-11 | 2009-09-15 | Codexis, Inc. | Halohydrin dehalogenases and related polynucleotides |
| WO2005017135A1 (en) * | 2003-08-11 | 2005-02-24 | Codexis, Inc. | Improved ketoreductase polypeptides and related polynucleotides |
| US7824898B2 (en) | 2003-08-11 | 2010-11-02 | Codexis, Inc. | Halohydrin dehalogenases and related polynucleotides |
| US7816111B2 (en) * | 2003-08-11 | 2010-10-19 | Codexis, Inc. | Glucose dehydrogenase polypeptides and related polynucleotides |
| CN101318923A (zh) * | 2003-09-17 | 2008-12-10 | 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]-1H-吡咯-1-庚酸的结晶形式 |
| AU2003272080A1 (en) * | 2003-09-18 | 2005-04-06 | Biocon Limited | Novel process for the preparation of tert-butyl 6-cyano-5-hydroxy-3-oxohexanoate |
| US7851624B2 (en) * | 2003-12-24 | 2010-12-14 | Teva Pharamaceutical Industries Ltd. | Triol form of rosuvastatin and synthesis of rosuvastatin |
| JP4037900B2 (ja) * | 2003-12-24 | 2008-01-23 | テバ ファーマシューティカル インダストリーズ リミティド | Antiに対するsyn比率が高いスタチンの製造方法 |
| BRPI0509923A (pt) * | 2004-04-16 | 2007-09-18 | Pfizer Prod Inc | processo para formação de cálcio de atorvastatina amorfa |
| US7875731B2 (en) | 2004-05-05 | 2011-01-25 | Pfizer Inc. | Salt forms of [R-(R*,R*)]-2-(4-fluorophenyl)-β, δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)Carbonyl]-1H-pyrrole-1-heptanoic acid |
| EP1771455B1 (en) * | 2004-07-16 | 2016-05-11 | LEK Pharmaceuticals d.d. | Oxidative degradation products of atorvastatin calcium |
| JP2008506764A (ja) | 2004-07-20 | 2008-03-06 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | [R−(R*,R*)]−2−(4−フルオロフェニル)−β、δ−ジヒドロキシ−5−(1−メチルエチル)−3−フェニル−4−[(フェニルアミノ)カルボニル]−1H−ピロール−1−ヘプタン酸カルシウム塩(2:1)の新規形態 |
| MX2007004722A (es) * | 2004-10-28 | 2007-06-15 | Warner Lambert Co | Procedimiento para formar atorvastatina amorfa. |
| ES2328384T3 (es) | 2004-11-23 | 2009-11-12 | Warner-Lambert Company Llc | Derivados del acido 7-(2h-pirazol-3-il)-3,5-dihidroxi-heptanoico como inhibidores de hmg co-a reductasa para el tratamiento de la lipidemia. |
| JP2008521878A (ja) * | 2004-12-02 | 2008-06-26 | ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー | 非晶質アトルバスタチンの医薬組成物及びその製造のための方法 |
| EP1922315B1 (en) * | 2005-09-09 | 2009-05-27 | Pfizer Science and Technology Ireland Limited | Preparation of an atorvastatin intermediate |
| US20090221852A1 (en) * | 2005-09-09 | 2009-09-03 | Pfizer Inc. | Preparation of an Atorvastatin Intermediate |
| CA2547216A1 (en) | 2005-09-21 | 2007-03-21 | Renuka D. Reddy | Process for annealing amorphous atorvastatin |
| ATE466840T1 (de) | 2005-11-21 | 2010-05-15 | Warner Lambert Co | Neue formen von är-(r*,r*)ü-2-(4-fluorphenyl)-b,d-dihydroxy-5-( -methylethyl)-3-phenyl-4- ä(phenylamino)carbonylü-1h-pyrrol-1-heptansäure magnesium |
| US7879585B2 (en) | 2006-10-02 | 2011-02-01 | Codexis, Inc. | Ketoreductase enzymes and uses thereof |
| US9217164B2 (en) | 2007-03-01 | 2015-12-22 | Basf Enzymes Llc | Nitrilases, nucleic acids encoding them and methods for making and using them |
| WO2009137691A2 (en) * | 2008-05-09 | 2009-11-12 | The Scripps Research Institute | 1,3-diol synthesis via controlled, radical-mediated c-h functionalization |
| US8187856B2 (en) | 2008-12-18 | 2012-05-29 | Codexis, Inc. | Recombinant halohydrin dehalogenase polypeptides |
| SI2373609T1 (sl) | 2008-12-19 | 2013-12-31 | Krka, D.D., Novo Mesto | Uporaba amfifilnih spojin za kontrolirano kristalizacijo statinov in intermediatov statinov |
| 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 |
| WO2012158833A2 (en) * | 2011-05-16 | 2012-11-22 | The Regents Of The University Of California | Methods for production of hydrocarbons and oxygen-containing hydrocarbons |
| EP2726456A1 (en) | 2011-07-01 | 2014-05-07 | DSM Sinochem Pharmaceuticals Netherlands B.V. | Micronized crystals of atorvastatin hemicalcium |
| CN108033899B (zh) * | 2017-12-06 | 2020-04-10 | 浙江科技学院 | 一种(r)-6-氰基-5-羟基-3-羰基己酸叔丁酯的制备方法 |
| CN111978286A (zh) * | 2020-08-21 | 2020-11-24 | 江苏万年长药业有限公司 | 一种制备ats-8的方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR64043B (en) | 1977-10-01 | 1980-01-19 | Expansia Sa | Borane complexes |
| DE2912708A1 (de) | 1979-03-30 | 1980-10-09 | Basf Ag | Datenspeichersystem und magnetscheiben dafuer |
| US5169857A (en) * | 1988-01-20 | 1992-12-08 | Bayer Aktiengesellschaft | 7-(polysubstituted pyridyl)-hept-6-endates useful for treating hyperproteinaemia, lipoproteinaemia or arteriosclerosis |
| US5354772A (en) | 1982-11-22 | 1994-10-11 | Sandoz Pharm. Corp. | Indole analogs of mevalonolactone and derivatives thereof |
| US4645854A (en) * | 1985-04-25 | 1987-02-24 | Merck & Co., Inc. | Process for preparing HMG-CoA reductase inhibitors with a 3,5-dihydroxypentanoate subunit |
| US4898949A (en) * | 1987-02-25 | 1990-02-06 | Bristol-Myers Company | Intermediates for the preparation of antihypercholesterolemic tetrazole compounds |
| US4897490A (en) * | 1987-02-25 | 1990-01-30 | Bristol-Meyers Company | Antihypercholesterolemic tetrazole compounds |
| DE3741509A1 (de) | 1987-12-08 | 1989-06-22 | Hoechst Ag | Verfahren zur herstellung optisch aktiver 3-desmethylmevalonsaeurederivate sowie zwischenprodukte |
| US5001144A (en) * | 1987-12-21 | 1991-03-19 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Substituted cyclohexene derivatives as HMG-CoA reductase inhibitors |
| US5003080A (en) * | 1988-02-22 | 1991-03-26 | Warner-Lambert Company | Process for trans-6-(2-(substituted-pyrrol-1-yl)alkyl)pryan-2-one inhibitors of cholesterol synthesis |
| FR2642065B1 (fr) * | 1989-01-24 | 1991-05-24 | Lipha | Derives d'acides benzocycloalcenyl dihydroxy alcanoiques, procede de preparation et medicaments les contenant |
| FI94339C (fi) * | 1989-07-21 | 1995-08-25 | Warner Lambert Co | Menetelmä farmaseuttisesti käyttökelpoisen /R-(R*,R*)/-2-(4-fluorifenyyli)- , -dihydroksi-5-(1-metyylietyyli)-3-fenyyli-4-/(fenyyliamino)karbonyyli/-1H-pyrroli-1-heptaanihapon ja sen farmaseuttisesti hyväksyttävien suolojen valmistamiseksi |
| DE3929507A1 (de) * | 1989-09-06 | 1991-03-07 | Bayer Ag | Substituierte amino-pyridine |
| US5039802A (en) | 1990-04-18 | 1991-08-13 | Merck & Co., Inc. | Arylation process for preparation of chiral catalysts for ketone reduction |
| JP3528186B2 (ja) * | 1991-06-24 | 2004-05-17 | 日産化学工業株式会社 | 光学活性キノリンメバロン酸のジアステレオマー塩 |
| US5155251A (en) | 1991-10-11 | 1992-10-13 | Warner-Lambert Company | Process for the synthesis of (5R)-1,1-dimethylethyl-6-cyano-5-hydroxy-3-oxo-hexanoate |
| US5218138A (en) * | 1992-09-02 | 1993-06-08 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Stereoselective reduction of 3-hydroxyket-1-ones to 1,3-syn-dihydroxylated compounds |
| US5298627A (en) * | 1993-03-03 | 1994-03-29 | Warner-Lambert Company | Process for trans-6-[2-(substituted-pyrrol-1-yl)alkyl]pyran-2-one inhibitors of cholesterol synthesis |
-
1998
- 1998-12-02 KR KR1020007006762A patent/KR100668575B1/ko not_active Expired - Fee Related
- 1998-12-02 JP JP2000525371A patent/JP2001526256A/ja not_active Abandoned
- 1998-12-02 DK DK98961855T patent/DK1054860T3/da active
- 1998-12-02 US US09/581,798 patent/US6433213B1/en not_active Expired - Fee Related
- 1998-12-02 ES ES98961855T patent/ES2284219T3/es not_active Expired - Lifetime
- 1998-12-02 BR BR9813760-3A patent/BR9813760A/pt not_active Application Discontinuation
- 1998-12-02 NZ NZ504346A patent/NZ504346A/en unknown
- 1998-12-02 IL IL13556298A patent/IL135562A/xx not_active IP Right Cessation
- 1998-12-02 AU AU17074/99A patent/AU755543B2/en not_active Ceased
- 1998-12-02 AT AT98961855T patent/ATE360608T1/de not_active IP Right Cessation
- 1998-12-02 CA CA002305618A patent/CA2305618C/en not_active Expired - Fee Related
- 1998-12-02 PL PL98341294A patent/PL193678B1/pl not_active IP Right Cessation
- 1998-12-02 DE DE69837681T patent/DE69837681T2/de not_active Expired - Fee Related
- 1998-12-02 WO PCT/US1998/025493 patent/WO1999032434A1/en not_active Ceased
- 1998-12-02 HU HU0100252A patent/HUP0100252A3/hu unknown
- 1998-12-02 EP EP98961855A patent/EP1054860B1/en not_active Expired - Lifetime
- 1998-12-02 PT PT98961855T patent/PT1054860E/pt unknown
- 1998-12-02 KR KR1020067012766A patent/KR100681366B1/ko not_active Expired - Fee Related
- 1998-12-09 HN HN1998000187A patent/HN1998000187A/es unknown
- 1998-12-14 GT GT199800197A patent/GT199800197A/es unknown
- 1998-12-14 GT GT199800197AK patent/GT199800197AA/es unknown
- 1998-12-17 MY MYPI98005721A patent/MY118726A/en unknown
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- 1998-12-18 PE PE1998001245A patent/PE20000136A1/es not_active Application Discontinuation
- 1998-12-18 AR ARP980106461A patent/AR014943A1/es active IP Right Grant
- 1998-12-18 SV SV1998000153A patent/SV1998000153A/es not_active Application Discontinuation
- 1998-12-18 CO CO98075429A patent/CO4990941A1/es unknown
- 1998-12-18 TW TW087121215A patent/TW444000B/zh not_active IP Right Cessation
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2000
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- 2000-06-09 CU CU20000144A patent/CU22939A3/es not_active IP Right Cessation
- 2000-06-16 NO NO20003139A patent/NO20003139D0/no not_active Application Discontinuation
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2002
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2003
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