ES2095640T3 - Procedimiento para la obtencion de esclareoluro. - Google Patents
Procedimiento para la obtencion de esclareoluro.Info
- Publication number
- ES2095640T3 ES2095640T3 ES93909365T ES93909365T ES2095640T3 ES 2095640 T3 ES2095640 T3 ES 2095640T3 ES 93909365 T ES93909365 T ES 93909365T ES 93909365 T ES93909365 T ES 93909365T ES 2095640 T3 ES2095640 T3 ES 2095640T3
- Authority
- ES
- Spain
- Prior art keywords
- reaction
- distillation
- sclareolide
- procedure
- obtaining
- 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
- IMKJGXCIJJXALX-SHUKQUCYSA-N Norambreinolide Chemical compound CC([C@@H]1CC2)(C)CCC[C@]1(C)[C@@H]1[C@]2(C)OC(=O)C1 IMKJGXCIJJXALX-SHUKQUCYSA-N 0.000 title 1
- IMKJGXCIJJXALX-UHFFFAOYSA-N ent-Norambreinolide Natural products C1CC2C(C)(C)CCCC2(C)C2C1(C)OC(=O)C2 IMKJGXCIJJXALX-UHFFFAOYSA-N 0.000 title 1
- 229940096995 sclareolide Drugs 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 238000004821 distillation Methods 0.000 abstract 2
- ZAZVCYBIABTSJR-UHFFFAOYSA-N (+)-Abienol Natural products CC1(C)CCCC2(C)C(CC=C(C=C)C)C(C)(O)CCC21 ZAZVCYBIABTSJR-UHFFFAOYSA-N 0.000 abstract 1
- YPZUZOLGGMJZJO-XRGAULLZSA-N (3as,5as,9as,9br)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1h-benzo[e][1]benzofuran Chemical compound CC([C@@H]1CC2)(C)CCC[C@]1(C)[C@@H]1[C@@]2(C)OCC1 YPZUZOLGGMJZJO-XRGAULLZSA-N 0.000 abstract 1
- ZAZVCYBIABTSJR-KOQQBVACSA-N Abienol Chemical compound CC1(C)CCC[C@]2(C)C(CC=C(C=C)C)[C@](C)(O)CC[C@H]21 ZAZVCYBIABTSJR-KOQQBVACSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- KKTBXRFTXPLJNN-UHFFFAOYSA-N ent-labd-8beta-ol-14-ene Natural products CC(CCC1C(C)(O)CCC2C(C)(C)CCCC12C)C=C KKTBXRFTXPLJNN-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/92—Naphthofurans; Hydrogenated naphthofurans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
LA INVENCION SE REFIERE AL ESCLAREOLIDO, UN PRODUCTO IMPORTANTE PRELIMINAR PARA LA PRODUCCION DEL PERFUME AMBROXANE, SIENDO ACCESIBLE EN GRANDES CANTIDADES CON TIEMPOS DE REACCION CORTA MEDIANTE LA REACCION DE ESCLAEROL Y/O ABIENOL EN UN MEDIO ACUOSO Y EN LA AUSENCIA DE UN DISOLVENTE ORGANICO CON UNA CANTIDAD MOLAR DESDE 10,5 HASTA 25 VECES DE UN AGENTE DE OXIDACION EN LA PRESENCIA DE UN CATALIZADOR DE RUTENIO Y UN EMULSIFICADOR PARA FORMAR UN PRODUCTO EN BRUTO Y, O (I) SU CONVERSION EN PRESENCIA DE UNA BASE DENTRO DE LA SAL DEL 8 ALFA ERIORES EN UN MEDIO ACIDO, O BIEN (II) SU REACCION SUBSECUENTE A TEMPERATURA INCREMENTADA Y DESTILACION POSTERIOR, DONDE SI SE DESEA PUEDE PRODUCIRSE TAMBIEN REACCION POSTERIOR, TENIENDO LUGAR IN SITU DURANTE LA DESTILACION.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4212731 | 1992-04-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2095640T3 true ES2095640T3 (es) | 1997-02-16 |
Family
ID=6456940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES93909365T Expired - Lifetime ES2095640T3 (es) | 1992-04-16 | 1993-04-08 | Procedimiento para la obtencion de esclareoluro. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5525728A (es) |
| EP (1) | EP0636126B1 (es) |
| JP (1) | JP3213002B2 (es) |
| AT (1) | ATE147382T1 (es) |
| DE (1) | DE59305080D1 (es) |
| ES (1) | ES2095640T3 (es) |
| GR (1) | GR3022346T3 (es) |
| WO (1) | WO1993021174A1 (es) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5945546A (en) * | 1997-03-25 | 1999-08-31 | Subbiah; Ven | Purification of sclareolide |
| US6150381A (en) | 1998-06-09 | 2000-11-21 | R.J. Reynolds Tobacco Company | Methods of treating microbial infection and therapeutic formulations therefor |
| ES2256781T3 (es) * | 2002-07-31 | 2006-07-16 | Firmenich Sa | Procedimdiento de resolucion optica de un proecursor de la esclareolida. |
| GB0417063D0 (en) * | 2004-07-30 | 2004-09-01 | Givaudan Sa | Process for the preparation of optically-active compounds |
| CN100357285C (zh) * | 2005-02-24 | 2007-12-26 | 陕西师范大学 | 环氧香紫苏醇的合成方法 |
| EP2783004B1 (en) | 2011-11-21 | 2019-08-07 | The University of British Columbia | Diterpene synthases and method for producing diterpenoids |
| EP3929289A1 (en) | 2012-07-30 | 2021-12-29 | Evolva, Inc. | Sclareol and labdenediol diphosphate synthase polypeptides, encoding nucleic acid molecules and uses thereof |
| CN105017191B (zh) * | 2015-07-06 | 2017-06-16 | 四川中烟工业有限责任公司 | 一种降龙涎香醚的制备方法 |
| IL309848A (en) | 2021-07-06 | 2024-02-01 | Isobionics B V | Recombinant production of C-20 terpenoid alcohols |
| WO2023167867A1 (en) | 2022-03-01 | 2023-09-07 | Isp Investments Llc | Sclareol or sclareolide for improving scalp conditions and hair growth |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3050532A (en) * | 1959-06-19 | 1962-08-21 | Reynolds Tobacco Co R | Two stage oxidation of sclareol |
| DE3240054A1 (de) * | 1982-10-28 | 1984-05-03 | Consortium für elektrochemische Industrie GmbH, 8000 München | Verfahren zur herstellung von 8.12-epoxy-13.14.15.16-tetranorlabdan |
| US5212078A (en) * | 1989-08-28 | 1993-05-18 | International Flavors And Fragrances Inc. | Process for producing a lactone |
| DE3942358A1 (de) * | 1989-12-21 | 1991-06-27 | Henkel Kgaa | Verfahren zur herstellung von sclareolid |
| FR2676229B1 (fr) * | 1991-05-07 | 1995-03-03 | Roure Sa | Procede de preparation du [3ar-(3aalpha,5abeta,9aalpha,9bbeta)]-dodecahydro-3a,6,6,9a-tetramethylnaphto [2,1-b] furane. |
| DE69213916T2 (de) * | 1991-12-29 | 1997-03-06 | Kuraray Co | Verfahren zur Herstellung von L-Ambrox |
-
1993
- 1993-04-08 ES ES93909365T patent/ES2095640T3/es not_active Expired - Lifetime
- 1993-04-08 WO PCT/EP1993/000874 patent/WO1993021174A1/de active IP Right Grant
- 1993-04-08 US US08/318,790 patent/US5525728A/en not_active Expired - Lifetime
- 1993-04-08 AT AT93909365T patent/ATE147382T1/de not_active IP Right Cessation
- 1993-04-08 DE DE59305080T patent/DE59305080D1/de not_active Expired - Lifetime
- 1993-04-08 JP JP51796493A patent/JP3213002B2/ja not_active Expired - Fee Related
- 1993-04-08 EP EP93909365A patent/EP0636126B1/de not_active Expired - Lifetime
-
1997
- 1997-01-22 GR GR970400093T patent/GR3022346T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07505405A (ja) | 1995-06-15 |
| ATE147382T1 (de) | 1997-01-15 |
| WO1993021174A1 (de) | 1993-10-28 |
| JP3213002B2 (ja) | 2001-09-25 |
| US5525728A (en) | 1996-06-11 |
| EP0636126B1 (de) | 1997-01-08 |
| EP0636126A1 (de) | 1995-02-01 |
| DE59305080D1 (de) | 1997-02-20 |
| GR3022346T3 (en) | 1997-04-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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