DE69232443D1 - Herstellung von epoxchromanen mit einem chiralen katalysator - Google Patents
Herstellung von epoxchromanen mit einem chiralen katalysatorInfo
- Publication number
- DE69232443D1 DE69232443D1 DE69232443T DE69232443T DE69232443D1 DE 69232443 D1 DE69232443 D1 DE 69232443D1 DE 69232443 T DE69232443 T DE 69232443T DE 69232443 T DE69232443 T DE 69232443T DE 69232443 D1 DE69232443 D1 DE 69232443D1
- Authority
- DE
- Germany
- Prior art keywords
- accordance
- derivative
- catalysts
- another aspect
- chiral catalyst
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000003054 catalyst Substances 0.000 title abstract 7
- 238000000034 method Methods 0.000 abstract 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 150000008371 chromenes Chemical class 0.000 abstract 2
- VEUMANXWQDHAJV-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol Chemical group OC1=CC=CC=C1C=NCCN=CC1=CC=CC=C1O VEUMANXWQDHAJV-UHFFFAOYSA-N 0.000 abstract 1
- 229930012538 Paclitaxel Natural products 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 238000007323 disproportionation reaction Methods 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 229960001592 paclitaxel Drugs 0.000 abstract 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/02—Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
- C07F13/005—Compounds without a metal-carbon linkage
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/70—Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues
- B01J2231/72—Epoxidation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
- B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
- B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
- B01J2531/72—Manganese
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Catalysts (AREA)
- Epoxy Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74946091A | 1991-08-26 | 1991-08-26 | |
| US80944691A | 1991-12-16 | 1991-12-16 | |
| PCT/US1992/007261 WO1993003838A1 (en) | 1991-08-26 | 1992-08-26 | Chiral catalysts, catalytic oxidation and disproportionation reactions, and methods of producing epoxychromans and taxol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69232443D1 true DE69232443D1 (de) | 2002-04-04 |
| DE69232443T2 DE69232443T2 (de) | 2002-10-31 |
Family
ID=27115128
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69232443T Expired - Lifetime DE69232443T2 (de) | 1991-08-26 | 1992-08-26 | Herstellung von epoxchromanen mit einem chiralen katalysator |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0643626B1 (de) |
| JP (2) | JP3497165B2 (de) |
| AT (1) | ATE213663T1 (de) |
| AU (1) | AU678139B2 (de) |
| CA (1) | CA2116335C (de) |
| DE (1) | DE69232443T2 (de) |
| DK (1) | DK0643626T3 (de) |
| ES (1) | ES2171159T3 (de) |
| WO (1) | WO1993003838A1 (de) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5403834A (en) * | 1992-12-07 | 1995-04-04 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US7582786B2 (en) | 1992-12-07 | 2009-09-01 | Eukarion Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| US5696109A (en) | 1992-12-07 | 1997-12-09 | Eukarion, Inc. | Synthetic catalytic free radical scavengers useful as antioxidants for prevention and therapy of disease |
| ATE169330T1 (de) * | 1993-06-19 | 1998-08-15 | Ciba Geigy Ag | Inhibierung der wiederabsorption von migrierenden farbstoffen in der waschlösung |
| EP0693550B1 (de) | 1994-07-21 | 2004-06-16 | Ciba SC Holding AG | Bleichmittelzusammensetzung für Gewebe |
| GB2325001A (en) * | 1994-07-21 | 1998-11-11 | Ciba Sc Holding Ag | Manganese complexes |
| US5786496A (en) * | 1994-08-22 | 1998-07-28 | Northwestern University | High oxidation state metal oxo complexes of the PHAB ligand |
| DE4435158A1 (de) | 1994-09-30 | 1996-04-04 | Degussa | Verfahren zur Herstellung von Salcomin |
| GB9425296D0 (en) * | 1994-12-15 | 1995-02-15 | Ciba Geigy Ag | Inhibition of dye migration |
| US6262278B1 (en) | 1995-03-14 | 2001-07-17 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| US5665890A (en) * | 1995-03-14 | 1997-09-09 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| US6184381B1 (en) * | 1995-12-06 | 2001-02-06 | Japan Science & Technology Corp. | Process for preparing optically active compounds |
| EP1352899A1 (de) * | 1996-05-08 | 2003-10-15 | PHARMACIA & UPJOHN COMPANY | Verfahren zu Herstellung von Taxol |
| SI0912504T1 (en) * | 1996-05-08 | 2003-02-28 | Pharmacia & Upjohn Company | Oxazolidine ester |
| NZ332475A (en) | 1996-05-08 | 2000-05-26 | Upjohn Co | silylated baccatin derivatives, 3-(substituted amino)-3-phenyl-(2R,3S)-isoserinate derivatives, the oxazolidine ester thereof and other immediates used to prepare baccatin derivatives |
| TW420693B (en) * | 1997-04-25 | 2001-02-01 | Mitsui Chemicals Inc | Olefin polymerization catalysts, transition metal compounds, and <alpha>-olefin/conjugated diene copolymers |
| US5981424A (en) * | 1997-07-31 | 1999-11-09 | Sunoco, Inc. (R&M) | Catalysts for hydroxylation and ammination of aromatics using molecular oxygen as the terminal oxidant without coreductant |
| US6130340A (en) * | 1998-01-13 | 2000-10-10 | President And Fellows Of Harvard College | Asymmetric cycloaddition reactions |
| US6211370B1 (en) | 1998-01-13 | 2001-04-03 | Harvard University | Asymmetric cycloaddition reactions |
| US6521561B1 (en) * | 1998-05-01 | 2003-02-18 | President And Fellows Of Harvard College | Main-group metal based asymmetric catalysts and applications thereof |
| JP2002030079A (ja) * | 1999-08-03 | 2002-01-29 | Mitsubishi Chemicals Corp | 光学活性１，２−二置換−２，３−エポキシプロパン類の製造法 |
| US6025516A (en) * | 1998-10-14 | 2000-02-15 | Chiragene, Inc. | Resolution of 2-hydroxy-3-amino-3-phenylpropionamide and its conversion to C-13 sidechain of taxanes |
| US6589948B1 (en) | 2000-11-28 | 2003-07-08 | Eukarion, Inc. | Cyclic salen-metal compounds: reactive oxygen species scavengers useful as antioxidants in the treatment and prevention of diseases |
| KR100342659B1 (en) * | 2000-12-15 | 2002-07-04 | Rstech Co Ltd | Chiral polymer salene catalyst and process for preparing chiral compounds from racemic epoxide using the same |
| FR2875500A1 (fr) * | 2004-09-21 | 2006-03-24 | Centre Nat Rech Scient | Complexe chiraux macrocycliques utilisables comme catalyseurs |
| EP1908520A4 (de) * | 2005-06-28 | 2009-06-10 | Sumitomo Chemical Co | Peroxidabbauender katalysator |
| JP2009114065A (ja) * | 2006-02-21 | 2009-05-28 | Kaneka Corp | （２ｒ，３ｒ）および（２ｓ，３ｓ）−３−フェニルイソセリン誘導体の製造法 |
| JP5263468B2 (ja) * | 2007-03-09 | 2013-08-14 | 日産化学工業株式会社 | アルミニウムサラレン錯体触媒を用いた光学活性スルホキシド化合物の製造法 |
| EP2264024A1 (de) | 2008-10-14 | 2010-12-22 | LEK Pharmaceuticals d.d. | Verfahren zur Herstellung einer enantiomerisch-angereicherte Protonpumpenhemmer |
| JP5778684B2 (ja) * | 2009-11-04 | 2015-09-16 | ダウ グローバル テクノロジーズ エルエルシー | ジビニルアレーンジオキシドの製造方法 |
| RU2448954C1 (ru) * | 2010-10-18 | 2012-04-27 | Учреждение Российской академии наук Институт катализа им. Г.К. Борескова Сибирского отделения РАН | Способ получения сульфоксидов |
| WO2013090276A1 (en) | 2011-12-11 | 2013-06-20 | Novomer, Inc. | Salen complexes with dianionic counterions |
| CN111514937B (zh) * | 2020-05-13 | 2023-04-18 | 中国石油大学(华东) | 一种卟啉基金属有机骨架材料敏化氧化物型催化剂的制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2629818B1 (fr) * | 1988-04-06 | 1990-11-16 | Centre Nat Rech Scient | Procede de preparation du taxol |
| US5015744A (en) * | 1989-11-14 | 1991-05-14 | Florida State University | Method for preparation of taxol using an oxazinone |
| CA2077541C (en) * | 1990-03-21 | 1998-08-18 | Eric N. Jacobsen | Chiral catalysts and epoxidation reactions catalyzed thereby |
-
1992
- 1992-08-26 AU AU25580/92A patent/AU678139B2/en not_active Expired
- 1992-08-26 WO PCT/US1992/007261 patent/WO1993003838A1/en active IP Right Grant
- 1992-08-26 JP JP50467093A patent/JP3497165B2/ja not_active Expired - Lifetime
- 1992-08-26 AT AT92919443T patent/ATE213663T1/de active
- 1992-08-26 DK DK92919443T patent/DK0643626T3/da active
- 1992-08-26 ES ES92919443T patent/ES2171159T3/es not_active Expired - Lifetime
- 1992-08-26 CA CA002116335A patent/CA2116335C/en not_active Expired - Lifetime
- 1992-08-26 DE DE69232443T patent/DE69232443T2/de not_active Expired - Lifetime
- 1992-08-26 EP EP92919443A patent/EP0643626B1/de not_active Expired - Lifetime
-
2003
- 2003-07-02 JP JP2003190489A patent/JP2003340287A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CA2116335C (en) | 1999-08-24 |
| WO1993003838A1 (en) | 1993-03-04 |
| AU2558092A (en) | 1993-03-16 |
| JP2003340287A (ja) | 2003-12-02 |
| EP0643626A4 (de) | 1995-12-06 |
| AU678139B2 (en) | 1997-05-22 |
| DE69232443T2 (de) | 2002-10-31 |
| ATE213663T1 (de) | 2002-03-15 |
| JP3497165B2 (ja) | 2004-02-16 |
| DK0643626T3 (da) | 2002-05-13 |
| EP0643626B1 (de) | 2002-02-27 |
| CA2116335A1 (en) | 1993-02-27 |
| EP0643626A1 (de) | 1995-03-22 |
| ES2171159T3 (es) | 2002-09-01 |
| JPH06509981A (ja) | 1994-11-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| R071 | Expiry of right |
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