UA75650C2 - Process for the preparation of xanthophyll - Google Patents

Process for the preparation of xanthophyll Download PDF

Info

Publication number: UA75650C2
Authority: UA; Ukraine
Prior art keywords: iodine; xanthophyll; carotenoid; containing compound; carotene
Prior art date: 2001-04-24

Application number

UA20031110543A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Adisseo France Sas

Priority date (The priority date 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 date listed.)

2001-04-24

Filing date

2002-04-18

Publication date

2006-05-15

2002-04-18 Application filed by Adisseo France Sas filed Critical Adisseo France Sas

2006-05-15 Publication of UA75650C2 publication Critical patent/UA75650C2/uk

Links

238000000034 method Methods 0.000 title claims abstract description 42
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229960005375 lutein Drugs 0.000 title abstract description 26
FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 title abstract description 26
KBPHJBAIARWVSC-RGZFRNHPSA-N lutein Chemical compound C([C@H](O)CC=1C)C(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(C)=C[C@H](O)CC1(C)C KBPHJBAIARWVSC-RGZFRNHPSA-N 0.000 title abstract description 25
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238000002360 preparation method Methods 0.000 title abstract description 6
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-1 halogen derivative of iodine Chemical class 0.000 claims description 8
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OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 abstract description 10
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HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
239000000047 product Substances 0.000 description 5
150000003735 xanthophylls Chemical class 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
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ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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235000012661 lycopene Nutrition 0.000 description 1
239000001751 lycopene Substances 0.000 description 1
OAIJSZIZWZSQBC-GYZMGTAESA-N lycopene Chemical compound CC(C)=CCC\C(C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C=C(/C)CCC=C(C)C OAIJSZIZWZSQBC-GYZMGTAESA-N 0.000 description 1
229960004999 lycopene Drugs 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
NALMPLUMOWIVJC-UHFFFAOYSA-N n,n,4-trimethylbenzeneamine oxide Chemical compound CC1=CC=C([N+](C)(C)[O-])C=C1 NALMPLUMOWIVJC-UHFFFAOYSA-N 0.000 description 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
229910000489 osmium tetroxide Inorganic materials 0.000 description 1
239000012285 osmium tetroxide Substances 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910052711 selenium Inorganic materials 0.000 description 1
239000011669 selenium Substances 0.000 description 1
239000004332 silver Substances 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
XUXNAKZDHHEHPC-UHFFFAOYSA-M sodium bromate Chemical compound [Na+].[O-]Br(=O)=O XUXNAKZDHHEHPC-UHFFFAOYSA-M 0.000 description 1
239000011697 sodium iodate Substances 0.000 description 1
235000015281 sodium iodate Nutrition 0.000 description 1
229940032753 sodium iodate Drugs 0.000 description 1
235000009518 sodium iodide Nutrition 0.000 description 1
BAZAXWOYCMUHIX-UHFFFAOYSA-M sodium perchlorate Chemical compound [Na+].[O-]Cl(=O)(=O)=O BAZAXWOYCMUHIX-UHFFFAOYSA-M 0.000 description 1
229910001488 sodium perchlorate Inorganic materials 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
DHCDFWKWKRSZHF-UHFFFAOYSA-N sulfurothioic S-acid Chemical compound OS(O)(=O)=S DHCDFWKWKRSZHF-UHFFFAOYSA-N 0.000 description 1
ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
FXOJASSPEGUXFT-UHFFFAOYSA-N tribromo-$l^{3}-iodane Chemical compound BrI(Br)Br FXOJASSPEGUXFT-UHFFFAOYSA-N 0.000 description 1
NCYCYZXNIZJOKI-UHFFFAOYSA-N vitamin A aldehyde Natural products O=CC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C NCYCYZXNIZJOKI-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
238000004065 wastewater treatment Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- 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
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/24—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by six-membered non-aromatic rings, e.g. beta-carotene

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyrane Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Compounds Of Unknown Constitution (AREA)

UA20031110543A 2001-04-24 2002-04-18 Process for the preparation of xanthophyll UA75650C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP01109976A EP1253131A1 (de)	2001-04-24	2001-04-24	Verfahren zur Herstellung eines Xanthophylls
PCT/EP2002/005455 WO2002085831A1 (en)	2001-04-24	2002-04-18	Process for the preparation of an xanthophyll

Publications (1)

Publication Number	Publication Date
UA75650C2 true UA75650C2 (en)	2006-05-15

Family

ID=8177224

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA20031110543A UA75650C2 (en)	2001-04-24	2002-04-18	Process for the preparation of xanthophyll

Country Status (17)

Country	Link
US (1)	US7041854B2 (de)
EP (2)	EP1253131A1 (de)
JP (1)	JP2004529151A (de)
KR (1)	KR20040008161A (de)
CN (1)	CN1246309C (de)
AT (1)	ATE348802T1 (de)
AU (1)	AU2002304635B2 (de)
BR (1)	BR0209093A (de)
CA (1)	CA2443945A1 (de)
DE (1)	DE60216913D1 (de)
HU (1)	HUP0402027A3 (de)
MX (1)	MXPA03009685A (de)
PL (1)	PL367703A1 (de)
RU (1)	RU2284992C2 (de)
UA (1)	UA75650C2 (de)
WO (1)	WO2002085831A1 (de)
ZA (1)	ZA200308182B (de)

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ES2223270B1 (es) *	2003-04-10	2006-04-16	Carotenoid Technologies, S.A.	Procedimiento para la sintesis de astaxantina.
CA2581507C (en)	2004-09-28	2013-09-10	Chemaphor Inc.	Compositions and methods for promoting weight gain and feed conversion
TWI385169B (zh)	2005-10-31	2013-02-11	Eisai R&D Man Co Ltd	經雜環取代之吡啶衍生物及含有彼之抗真菌劑
RU2328137C1 (ru) *	2007-04-09	2008-07-10	Государственное образовательное учреждение высшего профессионального образования "Белгородский государственный университет"	Биологически активная добавка для кур и способ ее получения
ES2311422B1 (es) *	2007-07-28	2009-10-13	Investigaciones Quimicas Y Farmaceuticas, S.A	Formulacion de carotenoides dispersables en agua.
DK2214656T3 (en)	2007-10-26	2019-03-25	Avivagen Inc	COMPOSITIONS AND PROCEDURES TO ENHANCE IMMUNE RESPONSE
CN102272098A (zh) *	2008-11-19	2011-12-07	英诺瓦安迪纳公司	氧基类胡萝卜素的制备方法
ES2813909T3 (es)	2009-04-30	2021-03-25	Avivagen Inc	Métodos y composiciones para mejorar la salud de los animales
TWI394610B (zh) *	2010-09-09	2013-05-01	Nat Univ Chung Hsing	Purification program of zeaxanthin in algae-flavored flavonoids with high recovery rate from renewable adsorbent
RU2553213C2 (ru) *	2012-05-30	2015-06-10	Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Российский химико-технологический университет им. Д.И. Менделеева" (РХТУ им. Д.И. Менделеева)	Способ получения биомассы каротинсинтезирующих микроорганизмов
WO2015009174A1 (es) *	2013-07-17	2015-01-22	Quimtia S.A.	Oxidación de meso-zeaxantina
WO2016050909A1 (en) *	2014-10-02	2016-04-07	Basf Se	Process for purifying astaxanthin and canthaxanthin
CN106831520B (zh) *	2017-04-13	2018-06-22	山东天音生物科技有限公司	一种由玉米黄质制备虾青素的方法
CN108101817B (zh) *	2017-12-23	2020-06-05	厦门金达威维生素有限公司	β-胡萝卜素氧化制备斑蝥黄的方法
CN108912028A (zh) *	2018-07-31	2018-11-30	万华化学集团股份有限公司	一种氧化β-胡萝卜素制备角黄素的方法
CN109369486B (zh) *	2018-12-18	2020-06-23	厦门金达威维生素有限公司	一种斑蝥黄的制备方法
CN109678770B (zh) *	2018-12-24	2020-09-15	安徽工大化工科技有限公司	一种β-胡萝卜素氧化制备斑蝥黄的方法
CN109369487B (zh) *	2018-12-24	2020-09-15	安徽工大化工科技有限公司	一种高纯度斑蝥黄制备方法
CN111825588B (zh) *	2020-07-13	2022-07-12	万华化学集团股份有限公司	一种β-胡萝卜素氧化制备角黄素的方法
CN112359045A (zh) *	2020-11-18	2021-02-12	合肥工业大学	一种类胡萝卜素代谢途径相关基因及应用
CN112552221B (zh) *	2020-12-23	2022-08-16	厦门金达威维生素有限公司	一种斑蝥黄的制备方法
CN112979521A (zh) *	2021-03-10	2021-06-18	内蒙古民族大学	一种以玉米黄质合成虾青素的简便方法
CN113416968B (zh) *	2021-06-08	2022-11-08	万华化学集团股份有限公司	一种无氧化剂电化学催化制备角黄素的方法

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CA1058626A (en) *	1975-08-05	1979-07-17	Joachim Paust	Manufacture of canthaxanthin
EP0101597B1 (de) *	1982-08-20	1988-06-22	F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft	Verfahren zur Herstellung von Astaxanthin und Zwischenprodukten in der Astaxanthin-Synthese
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2001
- 2001-04-24 EP EP01109976A patent/EP1253131A1/de not_active Withdrawn
2002
- 2002-04-18 JP JP2002583362A patent/JP2004529151A/ja not_active Withdrawn
- 2002-04-18 MX MXPA03009685A patent/MXPA03009685A/es active IP Right Grant
- 2002-04-18 CA CA002443945A patent/CA2443945A1/en not_active Abandoned
- 2002-04-18 WO PCT/EP2002/005455 patent/WO2002085831A1/en not_active Ceased
- 2002-04-18 PL PL02367703A patent/PL367703A1/xx unknown
- 2002-04-18 DE DE60216913T patent/DE60216913D1/de not_active Expired - Lifetime
- 2002-04-18 AU AU2002304635A patent/AU2002304635B2/en not_active Ceased
- 2002-04-18 HU HU0402027A patent/HUP0402027A3/hu unknown
- 2002-04-18 US US10/474,899 patent/US7041854B2/en not_active Expired - Fee Related
- 2002-04-18 UA UA20031110543A patent/UA75650C2/uk unknown
- 2002-04-18 RU RU2003133993/04A patent/RU2284992C2/ru not_active IP Right Cessation
- 2002-04-18 BR BR0209093-7A patent/BR0209093A/pt not_active IP Right Cessation
- 2002-04-18 AT AT02732721T patent/ATE348802T1/de not_active IP Right Cessation
- 2002-04-18 CN CNB028088417A patent/CN1246309C/zh not_active Expired - Fee Related
- 2002-04-18 EP EP02732721A patent/EP1392632B1/de not_active Expired - Lifetime
- 2002-04-18 KR KR10-2003-7013906A patent/KR20040008161A/ko not_active Withdrawn
2003
- 2003-10-21 ZA ZA200308182A patent/ZA200308182B/en unknown

Also Published As

Publication number	Publication date
WO2002085831A1 (en)	2002-10-31
BR0209093A (pt)	2006-02-07
RU2284992C2 (ru)	2006-10-10
PL367703A1 (en)	2005-03-07
EP1253131A1 (de)	2002-10-30
EP1392632B1 (de)	2006-12-20
EP1392632A1 (de)	2004-03-03
JP2004529151A (ja)	2004-09-24
CN1505602A (zh)	2004-06-16
DE60216913D1 (de)	2007-02-01
CA2443945A1 (en)	2002-10-31
RU2003133993A (ru)	2005-05-10
US20040074843A1 (en)	2004-04-22
US7041854B2 (en)	2006-05-09
CN1246309C (zh)	2006-03-22
HUP0402027A3 (en)	2005-10-28
MXPA03009685A (es)	2004-12-06
HUP0402027A2 (hu)	2005-01-28
AU2002304635B2 (en)	2006-09-28
ZA200308182B (en)	2004-07-05
ATE348802T1 (de)	2007-01-15
KR20040008161A (ko)	2004-01-28

Publication	Publication Date	Title
RU2284992C2 (ru)	2006-10-10	Способ получения ксантофилла
AU2002304635A1 (en)	2003-04-17	Process for the preparation of an xanthophyll
EP1059290B1 (de)	2002-12-18	Verfahren zur Herstellung von Canthaxanthin
Scheffer et al.	1978	Organic photochemistry in the solid state. The distance and geometric requirements for intramolecular hydrogen abstraction reactions. Structure-reactivity relationships based on x-ray crystallographic data
CN111825588B (zh)	2022-07-12	一种β-胡萝卜素氧化制备角黄素的方法
ZA200409355B (en)	2005-05-19	Process for the formation and isolation of carotenoid crystals.
EP0077853B1 (de)	1985-03-13	Trifluormethylbenzylidenchlorid sowie Verfahren zu seiner Herstellung
EP0850925B1 (de)	2001-04-04	Verfahren zur Herstellung von 13-cis-Retinsäure
US20030220525A1 (en)	2003-11-27	Method for production of rare carotenoids from commercially available lutein
AU2001282970A1 (en)	2002-05-09	Method for production of rare carotenoids from commercially available lutein
JPH01242554A (ja)	1989-09-27	ピルビン酸アルキルの製造方法
CN114213303A (zh)	2022-03-22	一种β-胡萝卜素的制备方法
Gregorcic et al.	1979	Fluorination with xenon difluoride. 20. Fluorination of halo-substituted alkenes
KR100263542B1 (ko)	2000-08-01	베타 카로틴의 이성화 및 정제 방법
US3400162A (en)	1968-09-03	Preparation of myrcene hydrobromides
CA1253172A (fr)	1989-04-25	Procede de preparation d'esters allyliques tertiaires eventuellement halogenes
JPS63162649A (ja)	1988-07-06	トランス型ビタミンｋ↓２の製造方法
US5175346A (en)	1992-12-29	Process for the preparation of optionally halogenated tertiary allyl esters
FR2551435A1 (fr)	1985-03-08	Procede de preparation de la 6-demethyl-6-deoxy-6-methylene-5-oxytetracycline et de son derive 11a-chloro
HK1033127B (en)	2003-12-05	Process for producing canthaxanthin
Schönberg	1968	Photochemical stereoisomerization
EP1505060A1 (de)	2005-02-09	Verfahren zur Herstellung von seltenen Carotinoiden ausgehend von handelüblichem Lutein
KR20050062139A (ko)	2005-06-23	베타카로텐의 제조방법
JPH09255620A (ja)	1997-09-30	２−メチル−２−ブテン−１，４−ジエステルの製造方法