ES2195777A1 - Production of amergris from amaro plant consists of two stage reaction with potassium and sodium derivatives respectively, with or without cyclising - Google Patents
Production of amergris from amaro plant consists of two stage reaction with potassium and sodium derivatives respectively, with or without cyclisingInfo
- Publication number
- ES2195777A1 ES2195777A1 ES200200685A ES200200685A ES2195777A1 ES 2195777 A1 ES2195777 A1 ES 2195777A1 ES 200200685 A ES200200685 A ES 200200685A ES 200200685 A ES200200685 A ES 200200685A ES 2195777 A1 ES2195777 A1 ES 2195777A1
- Authority
- ES
- Spain
- Prior art keywords
- amaro
- cyclising
- potassium
- production
- amergris
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/0076—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing less than six atoms
Abstract
The production of ambergris from amaro plant material comprises treatment of amaro plant with potassium permanganate and potassium bisulfate to yield 13,14,15,16-tetranorlabdano-8a,12-g-lactone (nor-ambreinolide). This is reduced directly to (-)-ambrox by sodium borohydride treatment in the presence of boro-etherate trifluoride or indirectly by cyclising with carbon bromotrichloride and triphenyl phosphine.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200200685A ES2195777B1 (en) | 2002-03-22 | 2002-03-22 | PROCEDURE FOR OBTAINING SMELLY PRODUCTS TYPE AMBER GRAY FROM ESCLAREOL. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200200685A ES2195777B1 (en) | 2002-03-22 | 2002-03-22 | PROCEDURE FOR OBTAINING SMELLY PRODUCTS TYPE AMBER GRAY FROM ESCLAREOL. |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2195777A1 true ES2195777A1 (en) | 2003-12-01 |
ES2195777B1 ES2195777B1 (en) | 2005-03-16 |
Family
ID=29763008
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES200200685A Expired - Fee Related ES2195777B1 (en) | 2002-03-22 | 2002-03-22 | PROCEDURE FOR OBTAINING SMELLY PRODUCTS TYPE AMBER GRAY FROM ESCLAREOL. |
Country Status (1)
Country | Link |
---|---|
ES (1) | ES2195777B1 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2284370A1 (en) * | 2006-01-19 | 2007-11-01 | Universidad De Granada | Method for preparation of -ambrose-(ambracetal), particularly bisnorlabdane compound from sclareol, involves utilizing ketoester |
ES2324761A1 (en) * | 2009-03-12 | 2009-08-13 | Universidad De Granada | Method for obtaining fragrant products from the plant bellardia trixago |
US9260404B1 (en) * | 2014-08-12 | 2016-02-16 | National Taiwan University | Preparation of ambrox from labdanes of Dysoxylum hongkongense, and the preparation of new diterpenoids from Dysoxylum hongkongense |
CN105693667A (en) * | 2016-03-11 | 2016-06-22 | 山东睿鹰先锋制药有限公司 | Method for synthesizing sclareolide under catalysis of immobilized epoxidase |
WO2017068400A1 (en) * | 2015-10-23 | 2017-04-27 | Universidad Michoacana De San Nicolás De Hidalgo | Method for synthesising ambroxide from 13,14,15,16-tetranor-8α,12-labdanodiol |
WO2019138216A1 (en) | 2018-01-08 | 2019-07-18 | University Court Of The University Of St Andrews | Manganese-catalysed hydrogenation of esters |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0165458A2 (en) * | 1984-05-14 | 1985-12-27 | T. Hasegawa Company, Ltd. | (+)-Ambrox, process for production thereof and use thereof |
JPS6133184A (en) * | 1984-07-24 | 1986-02-17 | Takasago Corp | Preparation of l-ambrox |
US4814469A (en) * | 1985-03-26 | 1989-03-21 | Firmenich, Sa | Novel hydroperoxide and use of same as intermediate for the preparation of 3a,6,69a-tetramethylperhydronaphtho[2,1-b]furan |
FR2676229A1 (en) * | 1991-05-07 | 1992-11-13 | Roure Sa | Process for the preparation of [3aR-(3a alpha ,5ass,9a alpha ,9bss)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b ]furan |
-
2002
- 2002-03-22 ES ES200200685A patent/ES2195777B1/en not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0165458A2 (en) * | 1984-05-14 | 1985-12-27 | T. Hasegawa Company, Ltd. | (+)-Ambrox, process for production thereof and use thereof |
JPS6133184A (en) * | 1984-07-24 | 1986-02-17 | Takasago Corp | Preparation of l-ambrox |
US4814469A (en) * | 1985-03-26 | 1989-03-21 | Firmenich, Sa | Novel hydroperoxide and use of same as intermediate for the preparation of 3a,6,69a-tetramethylperhydronaphtho[2,1-b]furan |
FR2676229A1 (en) * | 1991-05-07 | 1992-11-13 | Roure Sa | Process for the preparation of [3aR-(3a alpha ,5ass,9a alpha ,9bss)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b ]furan |
Non-Patent Citations (1)
Title |
---|
CAPLUS [en línea] [recuperado el 15.10.2003]. Recuperado de STN International, Columbus, Ohio (EE.UU.). Nö de acceso 105:134193 & JP 61033184 A (TAKASAGO PERFUMERY CO., LTD.) 17.02.1986 (resumen) * |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2284370A1 (en) * | 2006-01-19 | 2007-11-01 | Universidad De Granada | Method for preparation of -ambrose-(ambracetal), particularly bisnorlabdane compound from sclareol, involves utilizing ketoester |
ES2324761A1 (en) * | 2009-03-12 | 2009-08-13 | Universidad De Granada | Method for obtaining fragrant products from the plant bellardia trixago |
WO2010103145A1 (en) * | 2009-03-12 | 2010-09-16 | Universidad De Granada | Method for obtaining fragrant products from the plant bellardia trixago |
US9260404B1 (en) * | 2014-08-12 | 2016-02-16 | National Taiwan University | Preparation of ambrox from labdanes of Dysoxylum hongkongense, and the preparation of new diterpenoids from Dysoxylum hongkongense |
WO2017068400A1 (en) * | 2015-10-23 | 2017-04-27 | Universidad Michoacana De San Nicolás De Hidalgo | Method for synthesising ambroxide from 13,14,15,16-tetranor-8α,12-labdanodiol |
CN105693667A (en) * | 2016-03-11 | 2016-06-22 | 山东睿鹰先锋制药有限公司 | Method for synthesizing sclareolide under catalysis of immobilized epoxidase |
WO2019138216A1 (en) | 2018-01-08 | 2019-07-18 | University Court Of The University Of St Andrews | Manganese-catalysed hydrogenation of esters |
Also Published As
Publication number | Publication date |
---|---|
ES2195777B1 (en) | 2005-03-16 |
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Legal Events
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FG2A | Definitive protection |
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