ES2161000T3 - Procedimiento para la obtencion de zeaxantina, productos intermedios para este procedimiento, y procedimientos para su obtencion. - Google Patents
Procedimiento para la obtencion de zeaxantina, productos intermedios para este procedimiento, y procedimientos para su obtencion.Info
- Publication number
- ES2161000T3 ES2161000T3 ES98109285T ES98109285T ES2161000T3 ES 2161000 T3 ES2161000 T3 ES 2161000T3 ES 98109285 T ES98109285 T ES 98109285T ES 98109285 T ES98109285 T ES 98109285T ES 2161000 T3 ES2161000 T3 ES 2161000T3
- Authority
- ES
- Spain
- Prior art keywords
- iii
- trimethyl
- formula
- oxa
- heptane
- 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
- 238000000034 method Methods 0.000 title 3
- 239000013067 intermediate product Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 3
- CSPVUHYZUZZRGF-COBSHVIPSA-N (4r)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one Chemical compound CC1C[C@@H](O)CC(C)(C)C1=O CSPVUHYZUZZRGF-COBSHVIPSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 abstract 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- NLEIKIZQXWXGSC-SZBHIRRCSA-N (1r,5r)-3,3,5-trimethyl-7-oxabicyclo[2.2.1]heptane-4-carbaldehyde Chemical compound C1[C@@H](C)C2(C=O)C(C)(C)C[C@]1([H])O2 NLEIKIZQXWXGSC-SZBHIRRCSA-N 0.000 abstract 1
- AYODHZHFDRRQEZ-UHFFFAOYSA-N 2,7-dimethylocta-2,4,6-trienedial Chemical compound O=CC(C)=CC=CC=C(C)C=O AYODHZHFDRRQEZ-UHFFFAOYSA-N 0.000 abstract 1
- DVSHXLWNRCEDCW-UHFFFAOYSA-N 2-oxopropylphosphonic acid Chemical compound CC(=O)CP(O)(O)=O DVSHXLWNRCEDCW-UHFFFAOYSA-N 0.000 abstract 1
- KEGYLGREJALYDO-FCRFXOBJSA-N 4-[(1r,5r)-3,3,5-trimethyl-7-oxabicyclo[2.2.1]heptan-4-yl]but-3-en-2-one Chemical compound C1[C@@H](C)C2(C=CC(C)=O)C(C)(C)C[C@]1([H])O2 KEGYLGREJALYDO-FCRFXOBJSA-N 0.000 abstract 1
- 101100030361 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) pph-3 gene Proteins 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- JKQXZKUSFCKOGQ-LOFNIBRQSA-N all-trans-Zeaxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2=C(C)CC(O)CC2(C)C JKQXZKUSFCKOGQ-LOFNIBRQSA-N 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- NYEFUKPRSIREFK-UHFFFAOYSA-N lithium;dichloromethane Chemical compound [Li+].Cl[CH-]Cl NYEFUKPRSIREFK-UHFFFAOYSA-N 0.000 abstract 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000004714 phosphonium salts Chemical class 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 238000006886 vinylation reaction Methods 0.000 abstract 1
- 238000010792 warming Methods 0.000 abstract 1
- JKQXZKUSFCKOGQ-QAYBQHTQSA-N zeaxanthin Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C JKQXZKUSFCKOGQ-QAYBQHTQSA-N 0.000 abstract 1
Classifications
-
- 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
- C07D493/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene
-
- 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5435—Cycloaliphatic phosphonium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
LA INVENCION TRATA DE UNA NUEVA VIA DE SINTESIS PARA LA PRODUCCION DE (3R, 3 R) CEAXANTINA DE FORMULA I PARTIENDO DE (4R) HIDROXI 2, 2, 6 TRIMETILCICLOHEXANON DE FORMULA II A TRAVES DE UNOS PRODUCTOS INTERMEDIOS NUEVOS DE (4R, 6R) 1 FORMIL 2, 2, 6 TRIMETIL 7 OXA BICICLO[2.2.1] HEPTANO DE FORMULA IV, (4R, 6R) 1 (3 OXO BUT 1 EN 1 ILO) 2, 2, 6 TRIMETIL 7 OXA BICICLO[2.2.1]HEPTANO DE FORMULA V, (4R, 6R) 1 (3 HIDROXI 3 METIL PENTA 1, 4 DIEN 1 IL) 2, 2, 6 TRIMETIL 7 OXA BICICLO[2.2.1] HEPTANO DE FORMULA VI Y [5 (4R, 6R) (4 HIDROXI 2, 2, 6 TRIMETIL CICLOHEX 1 ILIDENO) 3 METIL PENTA 1, 3 DIENILO] SAL TRIARILFOSFONICA DE FORMULA GENERAL ISO-III, EN DONDE AR ES UN RADICAL ARILO, EN PARTICULAR UN RADICAL FENILO OPCIONALMENTE SUSTITUIDO, Y X ES UN EQUIVALENTE DE UN ANION DE UN ACIDO FUERTE. LA INVENCION TRATA, ADEMAS DE TODO EL PROCESO, DE LOS NUEVOS PRODUCTOS INTERMEDIOS, ASI COMO DEL PROCEDIMIENTO UTILIZADO PARA SU PRODUCCION. EL NUEVO (4R, 6R) 1 FORMIL 2, 2, 6 TRIMETIL 7 OXA BICICLO[2.2.1] HEPTANO DE FORMULA IV ES OBTENIDO HACIENDO REACCIONAR LA CETONA DE FORMULA II CON LITIO DICLOROMETANO, QUE PUEDE SER A SU VEZ PRODUCIDO MEDIANTE POR EJEMPLO LA METALIZACION DEL DICLOROMETANO CON LITIO BUTILO A UNAS TEMPERATURAS DE 90 A 60 (GRADOS) C O CON UNA ISOPROPILAMINA DE LITIO A 70 A 30 (GRADOS) C.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19723480A DE19723480A1 (de) | 1997-06-04 | 1997-06-04 | Verfahren zur Herstellung von Zeaxanthin, Zwischenprodukte für dieses Verfahren und Verfahren zu deren Herstellung |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2161000T3 true ES2161000T3 (es) | 2001-11-16 |
Family
ID=7831410
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES98109285T Expired - Lifetime ES2161000T3 (es) | 1997-06-04 | 1998-05-22 | Procedimiento para la obtencion de zeaxantina, productos intermedios para este procedimiento, y procedimientos para su obtencion. |
Country Status (9)
Country | Link |
---|---|
US (1) | US6103940A (es) |
EP (1) | EP0882709B1 (es) |
JP (1) | JPH11116552A (es) |
AT (1) | ATE203518T1 (es) |
DE (2) | DE19723480A1 (es) |
DK (1) | DK0882709T3 (es) |
ES (1) | ES2161000T3 (es) |
GR (1) | GR3036401T3 (es) |
PT (1) | PT882709E (es) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3466102B2 (ja) * | 1999-03-12 | 2003-11-10 | 沖電気工業株式会社 | 半導体装置及び半導体装置の製造方法 |
DE10145223A1 (de) * | 2001-09-13 | 2003-04-03 | Basf Ag | Verfahren zur Herstellung von meso-Zeaxanthin |
GB0501365D0 (en) * | 2005-01-21 | 2005-03-02 | Promar As | Compositions |
WO2008003737A1 (de) * | 2006-07-07 | 2008-01-10 | Basf Se | Verfahren zur herstellung von 3,3'-dihydroxyisorenieratin sowie neue zwischenprodukte hierfür |
WO2008003742A1 (de) * | 2006-07-07 | 2008-01-10 | Basf Se | Verfahren und neue zwischenprodukte zur herstellung von 3,3'-dihydroxyisorenieratin |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2521113A (en) * | 1944-03-21 | 1950-09-05 | Belge Produits Chimiques Sa | Process for the synthesis of vinyl esters of carboxylic acids |
GB812267A (en) * | 1955-12-29 | 1959-04-22 | Hoffmann La Roche | The manufacture of carotenoids |
GB1173063A (en) * | 1967-02-14 | 1969-12-03 | Roche Products Ltd | Novel Polyene Compounds and a process for the manufacture and conversion thereof |
US3988205A (en) * | 1974-08-21 | 1976-10-26 | Hoffmann-La Roche Inc. | Optically active cyclohexane derivatives |
IT1041904B (it) * | 1974-08-21 | 1980-01-10 | Hoffmann La Roche | Procedimento per la preparazione di derivati del cicloesano otticamente attivi |
GB1598424A (en) * | 1976-10-14 | 1981-09-23 | Roche Products Ltd | Isomerisation process for 9-cis-beta-ionylidenethyl-triarylphosphonium salts |
CA1111441A (en) * | 1976-12-20 | 1981-10-27 | Werner Bollag | Polyene compounds |
JPS548489U (es) * | 1977-06-20 | 1979-01-20 | ||
DE3363374D1 (en) * | 1982-07-16 | 1986-06-12 | Hoffmann La Roche | Catalytic hydrogenation of acetylenic phosphonium salts |
EP0120341B1 (de) * | 1983-03-25 | 1989-01-25 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Verfahren zur Herstellung von Pentadienol-Derivaten |
US4661641A (en) * | 1983-06-09 | 1987-04-28 | Hoffmann-La Roche Inc. | Substituted alkynes useful as intermediates in the synthesis of carotenoids |
JPS6110019A (ja) * | 1984-06-22 | 1986-01-17 | Mizusawa Ind Chem Ltd | ソーコナイト、ヘミモルファイト、或いはウィレマイト構造の合成結晶性ケイ酸亜鉛鉱物の製法 |
DK171297B1 (da) * | 1987-03-27 | 1996-08-26 | Hoffmann La Roche | Fremgangsmåde til fremstilling af cyclohexenderivater som mellemprodukter til fremstilling af zeaxanthin samt cyclohexenderivater |
DE4344148A1 (de) * | 1993-12-23 | 1995-08-24 | Basf Ag | Verfahren zur Herstellung von 9-(Z)-Retinsäure |
-
1997
- 1997-06-04 DE DE19723480A patent/DE19723480A1/de not_active Withdrawn
-
1998
- 1998-05-22 DK DK98109285T patent/DK0882709T3/da active
- 1998-05-22 ES ES98109285T patent/ES2161000T3/es not_active Expired - Lifetime
- 1998-05-22 PT PT98109285T patent/PT882709E/pt unknown
- 1998-05-22 DE DE59801069T patent/DE59801069D1/de not_active Expired - Fee Related
- 1998-05-22 AT AT98109285T patent/ATE203518T1/de not_active IP Right Cessation
- 1998-05-22 EP EP98109285A patent/EP0882709B1/de not_active Expired - Lifetime
- 1998-06-04 US US09/090,230 patent/US6103940A/en not_active Expired - Fee Related
- 1998-06-04 JP JP10155887A patent/JPH11116552A/ja not_active Withdrawn
-
2001
- 2001-08-16 GR GR20010401258T patent/GR3036401T3/el not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP0882709B1 (de) | 2001-07-25 |
EP0882709A1 (de) | 1998-12-09 |
US6103940A (en) | 2000-08-15 |
PT882709E (pt) | 2002-01-30 |
ATE203518T1 (de) | 2001-08-15 |
GR3036401T3 (en) | 2001-11-30 |
DE59801069D1 (de) | 2001-08-30 |
DE19723480A1 (de) | 1998-12-10 |
DK0882709T3 (da) | 2001-09-24 |
JPH11116552A (ja) | 1999-04-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG2A | Definitive protection |
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