BRPI0418254A - ésteres de beta-hidróxi heteroaromáticos, opticamente ativos, processos para sua preparação a partir de beta-cetoésteres e processos para a preparação desses beta-cetoésteres - Google Patents
ésteres de beta-hidróxi heteroaromáticos, opticamente ativos, processos para sua preparação a partir de beta-cetoésteres e processos para a preparação desses beta-cetoésteresInfo
- Publication number
- BRPI0418254A BRPI0418254A BRPI0418254-5A BRPI0418254A BRPI0418254A BR PI0418254 A BRPI0418254 A BR PI0418254A BR PI0418254 A BRPI0418254 A BR PI0418254A BR PI0418254 A BRPI0418254 A BR PI0418254A
- Authority
- BR
- Brazil
- Prior art keywords
- beta
- processes
- heteroaromatic
- preparation
- optically active
- Prior art date
Links
- 125000001072 heteroaryl group Chemical group 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 5
- 238000002360 preparation method Methods 0.000 title abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 HYDROXY ESTERS Chemical class 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 150000003883 epothilone derivatives Chemical class 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000002906 microbiologic effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229910052717 sulfur Chemical group 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
- C07D217/16—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/10—Nitrogen as only ring hetero atom
- C12P17/12—Nitrogen as only ring hetero atom containing a six-membered hetero ring
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/14—Nitrogen or oxygen as hetero atom and at least one other diverse hetero ring atom in the same ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Quinoline Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
"éSTERES DE BETA-HIDRóXI HETEROAROMáTICOS, OPTICAMENTE ATIVOS, PROCESSOS PARA SUA PREPARAçãO A PARTIR DE BETA-CETOéSTERES E PROCESSOS PARA A PREPARAçãO DESSES BETA-CETOéSTERES". A presente invenção refere-se a ésteres de <225>-hidróxi heteroaromáticos opticamente ativos de fórmula (I) úteis na síntese de derivados de epotilona, os beta-cetoésteres de fórmula (IV) empregados para produzir estes intermediários por meio de uma hidrogenação assimétrica com um catalisador de metal quiral ou redução microbiológica ou enzimática, assim como a processos para sua produção (I), em que: A é um resíduo heteroaromático bicíclico de fórmula (A), Heteroaromático em que 'heteroaromático' representa um anel heteroaromático de 5 ou 6 membros tendo até 2 heteroátomos selecionados de oxigênio, nitrogênio ou enxofre, que é opcionalmente substituído com um ou dois substituintes selecionados de alquila, hidroxialquila opcionalmente protegida, halo-alquila, halogênio ou CN, e R é uma cadeia linear ou cadeia de alquila ramificada, opcionalmente saturada, que opcionalmente contém 1 a 3 átomos de oxigênio; fenila; ciclohexila; ou resíduo de benzila (IV).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10361794A DE10361794B3 (de) | 2003-12-31 | 2003-12-31 | Optisch aktive heteroaromatische ß-Hydroxy-Ester und Verfahren zu deren Herstellung sowie deren Verwendung als Zwischenprodukte bei der Epothilon-Totalsynthese |
| PCT/EP2004/014753 WO2005064006A1 (en) | 2003-12-31 | 2004-12-21 | OPTICALLY ACTIVE, HETEROAROMATIC β-HYDROXY ESTERS, PROCESSES FOR THEIR PREPARATION FROM β-KETO ESTERS AND PROCESSES FOR THE PREPARATION OF THESE β-KETO ESTERS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0418254A true BRPI0418254A (pt) | 2007-04-17 |
Family
ID=34716267
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0418254-5A BRPI0418254A (pt) | 2003-12-31 | 2004-12-21 | ésteres de beta-hidróxi heteroaromáticos, opticamente ativos, processos para sua preparação a partir de beta-cetoésteres e processos para a preparação desses beta-cetoésteres |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP2113031A1 (pt) |
| JP (1) | JP2007516999A (pt) |
| KR (1) | KR20070029641A (pt) |
| CN (1) | CN100510098C (pt) |
| AU (1) | AU2004309076A1 (pt) |
| BR (1) | BRPI0418254A (pt) |
| CA (1) | CA2546981A1 (pt) |
| CR (1) | CR8492A (pt) |
| DE (1) | DE10361794B3 (pt) |
| EC (1) | ECSP066740A (pt) |
| IL (1) | IL175908A0 (pt) |
| MX (1) | MXPA06007564A (pt) |
| NO (1) | NO20063477L (pt) |
| RU (1) | RU2006127553A (pt) |
| WO (1) | WO2005064006A1 (pt) |
| ZA (1) | ZA200606293B (pt) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104328152A (zh) * | 2014-10-13 | 2015-02-04 | 青岛科技大学 | 一种产朊酵母催化生产亚环己基烯醇的方法 |
| CN108118004B (zh) * | 2017-12-15 | 2021-06-25 | 北京工商大学 | 一株喜仙人掌毕赤酵母在水果采后病害防治中的应用 |
| CN111689982B (zh) * | 2019-03-15 | 2023-04-07 | 博瑞生物医药（苏州）股份有限公司 | 艾日布林中间体及其制备方法 |
| CN110283733B (zh) * | 2019-06-20 | 2020-10-27 | 浙江工业大学 | 土星轮头酵母zjph1807及其应用 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU7257096A (en) * | 1995-10-04 | 1997-04-28 | Fmc Corporation | Herbicidal 6-heterocyclic indazole derivatives |
| US5942644A (en) * | 1997-05-27 | 1999-08-24 | Biocatalytics, Inc. | Precursors for the production of chiral vicinal aminoalcohols |
| US6211412B1 (en) * | 1999-03-29 | 2001-04-03 | The University Of Kansas | Synthesis of epothilones |
| PE20010116A1 (es) * | 1999-04-30 | 2001-02-15 | Schering Ag | Derivados de 6-alquenil-, 6-alquinil- y 6-epoxi-epotilona, procedimientos para su preparacion |
| JP2001213874A (ja) * | 1999-07-22 | 2001-08-07 | Mercian Corp | イソクマリン誘導体の製造およびそのための中間体 |
| DE10041470A1 (de) * | 2000-08-18 | 2002-02-28 | Schering Ag | 12,13-Cyclopropyl-Epothilon-Derivate, Verfahren zu deren Herstellung sowie ihre Verwendung in pharmazeutischen Präparaten |
| WO2003029195A1 (en) * | 2001-09-28 | 2003-04-10 | Sumika Fine Chemicals Co., Ltd. | Intermediates for epothilone derivative and process for producing these |
| JP4432315B2 (ja) * | 2002-03-19 | 2010-03-17 | 三菱化学株式会社 | 光学活性３−ヒドロキシ−３−（２’−チエニル）プロピオン酸エステル誘導体の製造方法 |
-
2003
- 2003-12-31 DE DE10361794A patent/DE10361794B3/de not_active Expired - Fee Related
-
2004
- 2004-12-21 KR KR1020067013057A patent/KR20070029641A/ko not_active Ceased
- 2004-12-21 CN CNB2004800395725A patent/CN100510098C/zh not_active Expired - Fee Related
- 2004-12-21 WO PCT/EP2004/014753 patent/WO2005064006A1/en not_active Ceased
- 2004-12-21 MX MXPA06007564A patent/MXPA06007564A/es unknown
- 2004-12-21 CA CA002546981A patent/CA2546981A1/en not_active Abandoned
- 2004-12-21 JP JP2006546092A patent/JP2007516999A/ja active Pending
- 2004-12-21 EP EP04804342A patent/EP2113031A1/en not_active Withdrawn
- 2004-12-21 RU RU2006127553/04A patent/RU2006127553A/ru not_active Application Discontinuation
- 2004-12-21 BR BRPI0418254-5A patent/BRPI0418254A/pt not_active IP Right Cessation
- 2004-12-21 AU AU2004309076A patent/AU2004309076A1/en not_active Abandoned
-
2006
- 2006-05-25 IL IL175908A patent/IL175908A0/en unknown
- 2006-06-28 CR CR8492A patent/CR8492A/es not_active Application Discontinuation
- 2006-07-28 NO NO20063477A patent/NO20063477L/no not_active Application Discontinuation
- 2006-07-28 ZA ZA200606293A patent/ZA200606293B/xx unknown
- 2006-07-31 EC EC2006006740A patent/ECSP066740A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2006127553A (ru) | 2008-02-10 |
| WO2005064006A1 (en) | 2005-07-14 |
| CR8492A (es) | 2007-03-08 |
| CN100510098C (zh) | 2009-07-08 |
| EP2113031A1 (en) | 2009-11-04 |
| CA2546981A1 (en) | 2005-07-14 |
| MXPA06007564A (es) | 2006-12-14 |
| ECSP066740A (es) | 2006-10-31 |
| IL175908A0 (en) | 2006-10-05 |
| AU2004309076A1 (en) | 2005-07-14 |
| JP2007516999A (ja) | 2007-06-28 |
| HK1097000A1 (en) | 2007-06-15 |
| ZA200606293B (en) | 2009-08-26 |
| KR20070029641A (ko) | 2007-03-14 |
| NO20063477L (no) | 2006-08-23 |
| DE10361794B3 (de) | 2005-10-06 |
| CN1902322A (zh) | 2007-01-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 5A E 6A ANUIDADE(S). |
|
| B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 2112 DE 28/06/2011. |