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
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JP
Japan
Prior art keywords
ambrox
iii
compounds
selectively
crystallizes
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JP2017555602A
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Japanese (ja)
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JP7246133B2 (en
JP2018513198A5 (en
JP2018513198A (en
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Priority claimed from GBGB1507170.7A external-priority patent/GB201507170D0/en
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Publication of JP2018513198A publication Critical patent/JP2018513198A/en
Publication of JP2018513198A5 publication Critical patent/JP2018513198A5/ja
Publication of JPWO2016170106A5 publication Critical patent/JPWO2016170106A5/ja
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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.

JP2017555602A 2015-04-24 2016-04-22 Process for Isolating and Purifying Ambrox Active JP7246133B2 (en)

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)

* Cited by examiner, † Cited by third party
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

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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
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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

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