ECSP066740A - ß-HYDROXI OPTICALLY ACTIVE HETEROAROMATIC ESTERS, PROCESSES FOR PREPARATION FROM ß-CETO ESTERS AND PROCESSES FOR THE PREPARATION OF SUCH ß-CETO ESTERS - Google Patents
ß-HYDROXI OPTICALLY ACTIVE HETEROAROMATIC ESTERS, PROCESSES FOR PREPARATION FROM ß-CETO ESTERS AND PROCESSES FOR THE PREPARATION OF SUCH ß-CETO ESTERSInfo
- Publication number
- ECSP066740A ECSP066740A EC2006006740A ECSP066740A ECSP066740A EC SP066740 A ECSP066740 A EC SP066740A EC 2006006740 A EC2006006740 A EC 2006006740A EC SP066740 A ECSP066740 A EC SP066740A EC SP066740 A ECSP066740 A EC SP066740A
- Authority
- EC
- Ecuador
- Prior art keywords
- esters
- processes
- ceto
- heteroaromatic
- preparation
- Prior art date
Links
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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (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)
Abstract
La presente invención se refiere a ésteres ß-hidroxi heteroaromáticos ópticamente activos de fórmula (I) de utilidad en la síntesis de derivados de epotilona, beta-ceto ésteres de fórmula (IV) utilizados para producir estos intermediarios por hidrogenación asimétrica con un catalizador metálico quiral o una reducción microbiológica o enzimática, así como los procesos para su producción (I), en donde: A es un residuo heteroaromático bicíclico de fórmula (A), en donde el término "heteroaromático" se refiere a un anillo heteroaromático de 5 ó 6 miembros que contiene hasta 2 heteroátomos seleccionados entre oxígeno, nitrógeno o azufre, opcionalmente sustituido con uno o dos sustituyentes seleccionados entre alquilo, hidroxialquilo opcionalmente protegido, halo-alquilo, halógeno o CN, y R es una cadena de alquilo de cadena lineal o ramificada, opcionalmente saturada, que contiene opcionalmente 1-3 átomos de oxígeno; un residuo fenilo; ciclohexilo; o bencilo (IV).The present invention relates to optically active β-hydroxy heteroaromatic esters of formula (I) useful in the synthesis of epothilone derivatives, beta-keto esters of formula (IV) used to produce these intermediates by asymmetric hydrogenation with a chiral metal catalyst or a microbiological or enzymatic reduction, as well as the processes for its production (I), wherein: A is a bicyclic heteroaromatic residue of formula (A), wherein the term "heteroaromatic" refers to a heteroaromatic ring of 5 or 6 members containing up to 2 heteroatoms selected from oxygen, nitrogen or sulfur, optionally substituted with one or two substituents selected from alkyl, optionally protected hydroxyalkyl, halo-alkyl, halogen or CN, and R is a straight or branched chain alkyl chain, optionally saturated, optionally containing 1-3 oxygen atoms; a phenyl residue; cyclohexyl; or benzyl (IV).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10361794A DE10361794B3 (en) | 2003-12-31 | 2003-12-31 | Optically active heteroaromatic β-hydroxy esters and processes for their preparation and their use as intermediates in the epothilone total synthesis |
Publications (1)
Publication Number | Publication Date |
---|---|
ECSP066740A true ECSP066740A (en) | 2006-10-31 |
Family
ID=34716267
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EC2006006740A ECSP066740A (en) | 2003-12-31 | 2006-07-31 | ß-HYDROXI OPTICALLY ACTIVE HETEROAROMATIC ESTERS, PROCESSES FOR PREPARATION FROM ß-CETO ESTERS AND PROCESSES FOR THE PREPARATION OF SUCH ß-CETO ESTERS |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP2113031A1 (en) |
JP (1) | JP2007516999A (en) |
KR (1) | KR20070029641A (en) |
CN (1) | CN100510098C (en) |
AU (1) | AU2004309076A1 (en) |
BR (1) | BRPI0418254A (en) |
CA (1) | CA2546981A1 (en) |
CR (1) | CR8492A (en) |
DE (1) | DE10361794B3 (en) |
EC (1) | ECSP066740A (en) |
HK (1) | HK1097000A1 (en) |
IL (1) | IL175908A0 (en) |
MX (1) | MXPA06007564A (en) |
NO (1) | NO20063477L (en) |
RU (1) | RU2006127553A (en) |
WO (1) | WO2005064006A1 (en) |
ZA (1) | ZA200606293B (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104328152A (en) * | 2014-10-13 | 2015-02-04 | 青岛科技大学 | Method for catalytically producing cyclohexylidene enol by utilizing candida utilis |
CN108118004B (en) * | 2017-12-15 | 2021-06-25 | 北京工商大学 | Application of pichia stipitis in preventing and treating postharvest diseases of fruits |
CN111689982B (en) * | 2019-03-15 | 2023-04-07 | 博瑞生物医药(苏州)股份有限公司 | Eribulin intermediate and preparation method thereof |
CN110283733B (en) * | 2019-06-20 | 2020-10-27 | 浙江工业大学 | Tupistra yeast ZJPH1807 and application thereof |
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 |
AR023792A1 (en) * | 1999-04-30 | 2002-09-04 | Bayer Schering Pharma Ag | DERIVATIVES 6-ALQUENILO- AND 6-ALQUINILO-EPOTILONA, THE PROCEDURES TO PREPARE THEM AND THEIR USE IN PHARMACEUTICAL PRODUCTS |
JP2001213874A (en) * | 1999-07-22 | 2001-08-07 | Mercian Corp | Production of isocoumarin derivative and intermediate therefor |
DE10041470A1 (en) * | 2000-08-18 | 2002-02-28 | Schering Ag | New 6-substituted 12,13-(cyclopropyl or azacyclopropyl)-epothilone derivatives, useful as cell division regulators for treating e.g. malignant tumors, psoriasis or arthritis |
WO2003029195A1 (en) * | 2001-09-28 | 2003-04-10 | Sumika Fine Chemicals Co., Ltd. | Intermediates for epothilone derivative and process for producing these |
JP4432315B2 (en) * | 2002-03-19 | 2010-03-17 | 三菱化学株式会社 | Process for producing optically active 3-hydroxy-3- (2'-thienyl) propionic acid ester derivative |
-
2003
- 2003-12-31 DE DE10361794A patent/DE10361794B3/en not_active Expired - Fee Related
-
2004
- 2004-12-21 CA CA002546981A patent/CA2546981A1/en not_active Abandoned
- 2004-12-21 RU RU2006127553/04A patent/RU2006127553A/en not_active Application Discontinuation
- 2004-12-21 WO PCT/EP2004/014753 patent/WO2005064006A1/en active Application Filing
- 2004-12-21 CN CNB2004800395725A patent/CN100510098C/en not_active Expired - Fee Related
- 2004-12-21 AU AU2004309076A patent/AU2004309076A1/en not_active Abandoned
- 2004-12-21 EP EP04804342A patent/EP2113031A1/en not_active Withdrawn
- 2004-12-21 JP JP2006546092A patent/JP2007516999A/en active Pending
- 2004-12-21 KR KR1020067013057A patent/KR20070029641A/en not_active Application Discontinuation
- 2004-12-21 BR BRPI0418254-5A patent/BRPI0418254A/en not_active IP Right Cessation
- 2004-12-21 MX MXPA06007564A patent/MXPA06007564A/en unknown
-
2006
- 2006-05-25 IL IL175908A patent/IL175908A0/en unknown
- 2006-06-28 CR CR8492A patent/CR8492A/en not_active Application Discontinuation
- 2006-07-28 NO NO20063477A patent/NO20063477L/en not_active Application Discontinuation
- 2006-07-28 ZA ZA200606293A patent/ZA200606293B/en unknown
- 2006-07-31 EC EC2006006740A patent/ECSP066740A/en unknown
-
2007
- 2007-04-17 HK HK07104008.5A patent/HK1097000A1/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
HK1097000A1 (en) | 2007-06-15 |
DE10361794B3 (en) | 2005-10-06 |
NO20063477L (en) | 2006-08-23 |
KR20070029641A (en) | 2007-03-14 |
CN100510098C (en) | 2009-07-08 |
MXPA06007564A (en) | 2006-12-14 |
CR8492A (en) | 2007-03-08 |
CN1902322A (en) | 2007-01-24 |
AU2004309076A1 (en) | 2005-07-14 |
EP2113031A1 (en) | 2009-11-04 |
JP2007516999A (en) | 2007-06-28 |
CA2546981A1 (en) | 2005-07-14 |
ZA200606293B (en) | 2009-08-26 |
WO2005064006A1 (en) | 2005-07-14 |
RU2006127553A (en) | 2008-02-10 |
BRPI0418254A (en) | 2007-04-17 |
IL175908A0 (en) | 2006-10-05 |
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