JPWO2016170106A5 - - Google Patents
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- JPWO2016170106A5 JPWO2016170106A5 JP2017555602A JP2017555602A JPWO2016170106A5 JP WO2016170106 A5 JPWO2016170106 A5 JP WO2016170106A5 JP 2017555602 A JP2017555602 A JP 2017555602A JP 2017555602 A JP2017555602 A JP 2017555602A JP WO2016170106 A5 JPWO2016170106 A5 JP WO2016170106A5
- Authority
- JP
- Japan
- Prior art keywords
- ambrox
- iii
- compounds
- selectively
- crystallizes
- 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
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Description
本発明の特に好ましい態様においては、選択的結晶化は、温かいメタノールに、(-)-アンブロックスならびに化合物(II)、(III)および(IV)の1種以上を含有する混合物を溶解して、水などの非溶媒を冷却中の当該エタノール溶液にゆっくり加えることで(-)-アンブロックスを選択的に結晶化させることにより、行われる。
(-)-アンブロックスと、それぞれが構造異性体および(-)-アンブロックスの2種の立体異性体である副生成化合物(II)、(III)および(IV)との密接な構造的関係を考慮すると、(-)-アンブロックスがそのような混合物から選択的に結晶化され、高収率で嗅覚的に純粋な形態での(-)-アンブロックスをもたらし得ることは注目すべきことであった。当業者は、化合物が、(-)-アンブロックスと共結晶化して、下流のプロセシングが、実際に見出されるよりも、はるかにさらに複雑で、時間がかかり、かつ費用がかかるようになることを当然予期するはずである。
In a particularly preferred embodiment of the invention, selective crystallization is performed by dissolving a mixture containing (−)-ambrox and one or more of compounds (II), (III) and (IV) in warm methanol. , by selectively crystallizing (-)-ambrox by slowly adding a non-solvent such as water to the cooling ethanol solution .
Close structural relationship between (-)-ambrox and by-product compounds (II), (III) and (IV), which are structural isomers and two stereoisomers of (-)-ambrox, respectively It is noteworthy that (−)-ambrox can be selectively crystallized from such mixtures, resulting in high yields of (−)-ambrox in an olfactory pure form, considering Met. Those skilled in the art will appreciate that the compound co-crystallizes with (−)-Ambrox, making downstream processing much more complex, time consuming and costly than actually found. Of course you should expect it.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1507170.7 | 2015-04-24 | ||
GBGB1507170.7A GB201507170D0 (en) | 2015-04-24 | 2015-04-24 | Process |
PCT/EP2016/058997 WO2016170106A1 (en) | 2015-04-24 | 2016-04-22 | Process for isolating and purifying ambrox |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021011646A Division JP2021090423A (en) | 2015-04-24 | 2021-01-28 | Process of isolating and refining ambrox |
Publications (4)
Publication Number | Publication Date |
---|---|
JP2018513198A JP2018513198A (en) | 2018-05-24 |
JP2018513198A5 JP2018513198A5 (en) | 2020-09-10 |
JPWO2016170106A5 true JPWO2016170106A5 (en) | 2023-01-06 |
JP7246133B2 JP7246133B2 (en) | 2023-03-27 |
Family
ID=53488739
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2017555602A Active JP7246133B2 (en) | 2015-04-24 | 2016-04-22 | Process for Isolating and Purifying Ambrox |
JP2021011646A Pending JP2021090423A (en) | 2015-04-24 | 2021-01-28 | Process of isolating and refining ambrox |
JP2023057205A Pending JP2023093498A (en) | 2015-04-24 | 2023-03-31 | Process for Isolating and Purifying Ambrox |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2021011646A Pending JP2021090423A (en) | 2015-04-24 | 2021-01-28 | Process of isolating and refining ambrox |
JP2023057205A Pending JP2023093498A (en) | 2015-04-24 | 2023-03-31 | Process for Isolating and Purifying Ambrox |
Country Status (13)
Country | Link |
---|---|
US (1) | US10294211B2 (en) |
EP (1) | EP3286309B1 (en) |
JP (3) | JP7246133B2 (en) |
CN (1) | CN107548418B (en) |
BR (1) | BR112017021789B1 (en) |
CO (1) | CO2017010720A2 (en) |
ES (1) | ES2856887T3 (en) |
GB (1) | GB201507170D0 (en) |
IL (1) | IL254836B2 (en) |
MX (1) | MX2017013100A (en) |
RU (1) | RU2720094C2 (en) |
SG (1) | SG11201708085TA (en) |
WO (1) | WO2016170106A1 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201507207D0 (en) | 2015-04-24 | 2015-06-10 | Givaudan Sa | Enzymes and applications thereof |
GB201618090D0 (en) * | 2016-10-26 | 2016-12-07 | Givaudan Sa | Product |
CN110312796A (en) * | 2017-02-24 | 2019-10-08 | 国际香料和香精公司 | Squalene hopenen cyclase and its purposes for producing ambrox |
EP3677683B1 (en) * | 2017-09-01 | 2024-07-17 | Niigata University | Efficient method for producing ambrein |
EP3476822A1 (en) | 2017-10-31 | 2019-05-01 | Givaudan SA | Process of making organic compounds |
GB202011823D0 (en) | 2020-07-30 | 2020-09-16 | Givaudan Sa | Method |
GB202115120D0 (en) * | 2021-10-21 | 2021-12-08 | Givaudan Sa | Organic compounds |
Family Cites Families (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU910561A1 (en) * | 1980-08-19 | 1982-03-07 | Всесоюзный научно-исследовательский институт синтетических и натуральных душистых веществ | Process for producing mixture of aromatic princples of diterpenoid series |
SU1498767A1 (en) * | 1987-06-04 | 1989-08-07 | Институт Химии Ан Мсср | Method of producing (+) 3a,6,6.9a-tetramethylperhydronaphtho(2.1-b)-furan |
US5463089A (en) * | 1994-07-22 | 1995-10-31 | Quest International B.V. | Preparation of ambrox |
DE19524584A1 (en) * | 1995-07-06 | 1997-01-09 | Basf Ag | Process for the stereoselective preparation of (-) 3a, 6,6,9a-tetramethyl-perhydronaphtho [2,1-b] furan |
DE19649655A1 (en) | 1996-11-29 | 1998-06-04 | Haarmann & Reimer Gmbh | Synthetic enzymes for the production of coniferyl alcohol, coniferyl aldehyde, ferulic acid, vanillin and vanillic acid and their use |
JP3207172B2 (en) | 1999-01-07 | 2001-09-10 | 科学技術振興事業団 | Method for producing optically active cyclic compounds |
DE19960106A1 (en) | 1999-12-14 | 2001-06-21 | Haarmann & Reimer Gmbh | Enzymes and genes for the production of vanillin |
WO2004063699A2 (en) | 2002-12-02 | 2004-07-29 | The Ohio State University Research Foundation | Rapid detection of microorganisms |
US20040265850A1 (en) | 2002-12-02 | 2004-12-30 | Hua Wang | Rapid detection of microorganisms |
CN100488940C (en) * | 2004-06-11 | 2009-05-20 | 湖南中烟工业有限责任公司 | Oxalate for preparing ambrox or releasing ambrox in cigarette smoke and its use |
KR101292910B1 (en) * | 2005-08-04 | 2013-08-02 | 가부시키가이샤 시세이도 | Method of selecting perfume ingredient, method of perfume formulation, and tastiness improver |
JP5236233B2 (en) * | 2007-09-04 | 2013-07-17 | 花王株式会社 | (-)-Method for producing ambroxan |
CN102449158B (en) * | 2009-06-05 | 2017-08-25 | 巴斯夫欧洲公司 | Biocatalytic production of ambroxan |
KR101752514B1 (en) | 2009-06-05 | 2017-06-29 | 바스프 에스이 | Composite parts containing plastically deformable rigid polyurethane foam, adhesive, and covering material |
EP2640835B1 (en) | 2010-11-17 | 2019-05-22 | Basf Se | Method for the biocatalytic cyclisation of terpenes and cyclase mutants which can be used in said method |
US8932839B2 (en) | 2010-11-17 | 2015-01-13 | Basf Se | Method for the biocatalytic cyclization of terpenes and cyclase mutants employable therein |
JP2013132226A (en) | 2011-12-26 | 2013-07-08 | Kao Corp | METHOD FOR PRODUCING (-)-3a,6,6,9a-TETRAMETHYLDODECAHYDRONAPHTHO [2,1-b] FURAN |
US20130273619A1 (en) * | 2012-04-16 | 2013-10-17 | Basf Se | Process for the Preparation of (3E, 7E)-Homofarnesol |
JP6226954B2 (en) | 2012-04-16 | 2017-11-08 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | (3E, 7E) -Improved production method of homofarnesol |
JP6429243B2 (en) | 2013-09-05 | 2018-11-28 | 国立大学法人 新潟大学 | Umbrain manufacturing method |
GB201318886D0 (en) | 2013-10-25 | 2013-12-11 | Givaudan Sa | Improvements i or relating to organic compounds |
GB201318894D0 (en) | 2013-10-25 | 2013-12-11 | Givaudan Sa | Improvements in or relating to organic compounds |
GB201507207D0 (en) * | 2015-04-24 | 2015-06-10 | Givaudan Sa | Enzymes and applications thereof |
CN105037308B (en) | 2015-07-06 | 2017-06-06 | 四川中烟工业有限责任公司 | A kind of method for preparing ambrox |
-
2015
- 2015-04-24 GB GBGB1507170.7A patent/GB201507170D0/en not_active Ceased
-
2016
- 2016-04-22 BR BR112017021789-9A patent/BR112017021789B1/en active IP Right Grant
- 2016-04-22 MX MX2017013100A patent/MX2017013100A/en unknown
- 2016-04-22 RU RU2017134436A patent/RU2720094C2/en active
- 2016-04-22 WO PCT/EP2016/058997 patent/WO2016170106A1/en active Application Filing
- 2016-04-22 US US15/568,535 patent/US10294211B2/en active Active
- 2016-04-22 ES ES16718334T patent/ES2856887T3/en active Active
- 2016-04-22 CN CN201680023665.1A patent/CN107548418B/en active Active
- 2016-04-22 JP JP2017555602A patent/JP7246133B2/en active Active
- 2016-04-22 EP EP16718334.2A patent/EP3286309B1/en active Active
- 2016-04-22 SG SG11201708085TA patent/SG11201708085TA/en unknown
-
2017
- 2017-10-02 IL IL254836A patent/IL254836B2/en unknown
- 2017-10-20 CO CONC2017/0010720A patent/CO2017010720A2/en unknown
-
2021
- 2021-01-28 JP JP2021011646A patent/JP2021090423A/en active Pending
-
2023
- 2023-03-31 JP JP2023057205A patent/JP2023093498A/en active Pending
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