ES2140412T3 - Procedimiento para la obtencion de espiroacetales. - Google Patents
Procedimiento para la obtencion de espiroacetales.Info
- Publication number
- ES2140412T3 ES2140412T3 ES92915480T ES92915480T ES2140412T3 ES 2140412 T3 ES2140412 T3 ES 2140412T3 ES 92915480 T ES92915480 T ES 92915480T ES 92915480 T ES92915480 T ES 92915480T ES 2140412 T3 ES2140412 T3 ES 2140412T3
- Authority
- ES
- Spain
- Prior art keywords
- formation
- general formula
- iii
- sulfur
- coch3
- 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 abstract 3
- 230000015572 biosynthetic process Effects 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052717 sulfur Chemical group 0.000 abstract 2
- 239000011593 sulfur Chemical group 0.000 abstract 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- 229930002697 labdane diterpene Natural products 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical class C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-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
- C07D493/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
- C07C45/298—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with manganese derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/21—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
-
- 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
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D497/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D497/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fats And Perfumes (AREA)
Abstract
SE DESCRIBE UN PROCESO PARA LA PRODUCCION DE ESPIROCETALES LABDANO DEL TIPO AMBAR GRIS DE LA FORMULA GENERAL (I) Y (II), DONDE R REPRESENTA OXIGENO O AZUFRE, UTILIZADO EN LA INDUSTRIA DE PERFUMARIA, SIENDO CARACTERIZADO EL MENCIONADO PROCESO MEDIANTE LA CICLISACION INTRAMOLECULAR DE EPOXICETONA O SUS TIOANALOGOS DE LA FORMULA GENERAL (III), DONDE R1 REPRESENTA COCH3 Y R2 OXIGENO O AZUFRE. LOS MATERIALES DE PARTIDA SON OBTENIDOS MEDIANTE UNA ETAPA DE OXIDACION DE DITERPENOS LABDANO DE LA FORMULA GENERAL (IV), DONDE R ES UN ALCOHOL ARIL TERCIARIO O ACIDO VINIL, ESTERIFICADO OPCIONALMENTE CON UN GRUPO ALQUIL, PARA LA FORMACION DE UNA CETONA METIL INTERMEDIA DE LA FORMULA (V), DONDE R = COCH3, CON RENDIMIENTO MAS ALTO DEL 60 % SEGUIDO MEDIANTE UNA ETAPA DE EPOXIDACION CON PERACIDO, CON RIQUEZA NO INFERIOR AL 80 % DE LA EPOXICETONA III ASI OBTENIDA, Y FINALMENTE, MEDIANTE TRATAMIENTO DE III CON VARIOS CATALIZADORES, EN MEDIOS HOMOGENEOS O HETEROGENEOS, DEPENDIENDO LA ELECCION DEL CATALIZADOS DELA SELECTIVIDAD DESEADA, QUE PUEDE ALCANZAR EL 100 % DE I O 100 % DE II O CONDUCIDO A MEZCLAS ENRIQUECIDAS EN EL ESPIROCETAL II OLOROSO.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PT98344A PT98344B (pt) | 1991-07-17 | 1991-07-17 | Processo para a obtencao de espirocetais labdanicos do tipo ambar cinzento |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2140412T3 true ES2140412T3 (es) | 2000-03-01 |
Family
ID=20084984
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES92915480T Expired - Lifetime ES2140412T3 (es) | 1991-07-17 | 1992-07-15 | Procedimiento para la obtencion de espiroacetales. |
Country Status (7)
Country | Link |
---|---|
US (1) | US5440050A (es) |
EP (1) | EP0553314B1 (es) |
JP (1) | JP3157831B2 (es) |
DE (1) | DE69230283T2 (es) |
ES (1) | ES2140412T3 (es) |
PT (1) | PT98344B (es) |
WO (1) | WO1993002084A1 (es) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5441610A (en) * | 1992-02-28 | 1995-08-15 | Renlund; Gary M. | Oxygen supply and removal method and apparatus |
US7294492B2 (en) * | 2005-01-07 | 2007-11-13 | International Flavors & Fragrances Inc. | Process for the manufacture of spiroketals |
TW201011043A (en) | 2008-06-20 | 2010-03-16 | Chugai Pharmaceutical Co Ltd | Crystal of spiroketal derivatives and process for preparation of spiroketal derivatives |
GB201020070D0 (en) * | 2010-11-26 | 2011-01-12 | Givaudan Sa | Organic compounds |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3144465A (en) * | 1961-01-12 | 1964-08-11 | Firmenich & Cie | Internal ketals from dihydro-gammaionone, dihydro-gamma-irone and 5, 5, 9-trimethyl-2-methylene-1-(3'-oxobutyl-1')-decahydronaphthalene |
CH428765A (fr) * | 1961-01-12 | 1967-01-31 | Firmenich & Cie | Procédé pour la préparation de cétals internes polycycliques |
US4276216A (en) * | 1980-07-31 | 1981-06-30 | Ortho Pharmaceutical Corporation | Synthesis of dioxabicyclo[3.2.1]octanes and oxepanes |
-
1991
- 1991-07-17 PT PT98344A patent/PT98344B/pt not_active IP Right Cessation
-
1992
- 1992-07-15 EP EP92915480A patent/EP0553314B1/en not_active Expired - Lifetime
- 1992-07-15 WO PCT/EP1992/001601 patent/WO1993002084A1/en active IP Right Grant
- 1992-07-15 ES ES92915480T patent/ES2140412T3/es not_active Expired - Lifetime
- 1992-07-15 DE DE69230283T patent/DE69230283T2/de not_active Expired - Lifetime
- 1992-07-15 JP JP50257993A patent/JP3157831B2/ja not_active Expired - Fee Related
-
1994
- 1994-10-18 US US08/325,560 patent/US5440050A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
WO1993002084A1 (en) | 1993-02-04 |
JP3157831B2 (ja) | 2001-04-16 |
US5440050A (en) | 1995-08-08 |
DE69230283D1 (de) | 1999-12-16 |
DE69230283T2 (de) | 2000-07-13 |
EP0553314A1 (en) | 1993-08-04 |
EP0553314B1 (en) | 1999-11-10 |
PT98344A (pt) | 1993-01-29 |
JPH06502193A (ja) | 1994-03-10 |
PT98344B (pt) | 1999-04-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG2A | Definitive protection |
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