DE69918277D1 - Verfahren zur herstellung von 13-cis retinsaüre - Google Patents
Verfahren zur herstellung von 13-cis retinsaüreInfo
- Publication number
- DE69918277D1 DE69918277D1 DE69918277T DE69918277T DE69918277D1 DE 69918277 D1 DE69918277 D1 DE 69918277D1 DE 69918277 T DE69918277 T DE 69918277T DE 69918277 T DE69918277 T DE 69918277T DE 69918277 D1 DE69918277 D1 DE 69918277D1
- Authority
- DE
- Germany
- Prior art keywords
- producing
- retinic acid
- cis retinic
- cis
- present
- 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 - Fee Related
Links
- 239000002253 acid Substances 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- SQEBMLCQNJOCBG-HVHJFMEUSA-N (5s)-3-(hydroxymethyl)-5-methoxy-4-methyl-5-[(e)-2-phenylethenyl]furan-2-one Chemical compound C=1C=CC=CC=1/C=C/[C@]1(OC)OC(=O)C(CO)=C1C SQEBMLCQNJOCBG-HVHJFMEUSA-N 0.000 abstract 1
- FBMORZZOJSDNRQ-UHFFFAOYSA-N Demethoxy,B,HCl-Adriamycin Natural products C1C2C(=C)CCCC2(C)CC2(O)C1=C(C)C(=O)O2 FBMORZZOJSDNRQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- JUTMAMXOAOYKHT-UHFFFAOYSA-N karrikinolide Natural products C1=COC=C2OC(=O)C(C)=C21 JUTMAMXOAOYKHT-UHFFFAOYSA-N 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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
- C07C403/20—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 carboxyl groups or halides, anhydrides, or (thio)esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/047,700 US6124485A (en) | 1998-03-25 | 1998-03-25 | Process for producing 13-cis retinoic acid |
| US47700 | 1998-03-25 | ||
| PCT/US1999/006385 WO1999048866A1 (en) | 1998-03-25 | 1999-03-23 | Process for producing 13-cis retinoic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69918277D1 true DE69918277D1 (de) | 2004-07-29 |
| DE69918277T2 DE69918277T2 (de) | 2005-07-14 |
Family
ID=21950449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69918277T Expired - Fee Related DE69918277T2 (de) | 1998-03-25 | 1999-03-23 | Verfahren zur herstellung von 13-cis retinsaüre |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US6124485A (de) |
| EP (1) | EP1066253B1 (de) |
| JP (1) | JP4532734B2 (de) |
| AT (1) | ATE269847T1 (de) |
| CA (1) | CA2325517A1 (de) |
| DE (1) | DE69918277T2 (de) |
| ES (1) | ES2229691T3 (de) |
| PT (1) | PT1066253E (de) |
| WO (1) | WO1999048866A1 (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102558007B (zh) * | 2011-12-31 | 2014-02-26 | 湖南师范大学 | 一种全反式维a酸类药物的合成方法 |
| CN104447459A (zh) * | 2014-11-28 | 2015-03-25 | 重庆华邦制药有限公司 | 异维a酸的新晶型及其制备方法与应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK170945B1 (da) * | 1982-12-10 | 1996-03-25 | Hoffmann La Roche | Fremgangsmåde til fremstilling af 13-cisretinsyre og fremgangsmåde til fremstilling af en palladiumkatalysator til brug ved fremgangsmåden |
| US4556518A (en) * | 1982-12-10 | 1985-12-03 | Hoffmann-La Roche Inc. | Preparation of 13-cis retinoic acid |
| US4556578A (en) * | 1983-06-30 | 1985-12-03 | Mallinckrodt, Inc. | NaCl-Free salt substitute containing potassium chloride, maltodextrin and potassium bitartrate and method of preparation |
| US5191110A (en) * | 1987-05-21 | 1993-03-02 | L'oreal | Process for the synthesis of vitamin A and certain ones of derivatives |
| US4916250A (en) * | 1988-10-31 | 1990-04-10 | Loyola University Of Chicago | Phosphonate reagent compositions |
| US5061819A (en) * | 1988-10-31 | 1991-10-29 | Loyola University Of Chicago | Methods for synthesizing phosphonate reagents and retinoids |
| JP3159413B2 (ja) * | 1993-01-20 | 2001-04-23 | 株式会社クラレ | ３−置換−４−ヒドロキシ−２−ブテノライドの製造方法 |
| DE4313089A1 (de) * | 1993-04-22 | 1994-10-27 | Basf Ag | Verfahren zur Herstellung von 13-(Z)-Retinsäure |
| JP3599403B2 (ja) * | 1995-02-24 | 2004-12-08 | 山之内製薬株式会社 | ベンズアゼピン誘導体の新規製造法 |
| IT1274494B (it) * | 1995-05-12 | 1997-07-17 | Lab Mag Spa | Procedimento fotochimico per la preparazione dell'acido 13-cis-retinoico |
| JPH10298173A (ja) * | 1997-04-30 | 1998-11-10 | Kuraray Co Ltd | ４−ヒドロキシ−２−ブテノリド類の製造方法 |
-
1998
- 1998-03-25 US US09/047,700 patent/US6124485A/en not_active Expired - Lifetime
-
1999
- 1999-03-23 DE DE69918277T patent/DE69918277T2/de not_active Expired - Fee Related
- 1999-03-23 ES ES99914082T patent/ES2229691T3/es not_active Expired - Lifetime
- 1999-03-23 EP EP99914082A patent/EP1066253B1/de not_active Expired - Lifetime
- 1999-03-23 WO PCT/US1999/006385 patent/WO1999048866A1/en not_active Ceased
- 1999-03-23 AT AT99914082T patent/ATE269847T1/de not_active IP Right Cessation
- 1999-03-23 PT PT99914082T patent/PT1066253E/pt unknown
- 1999-03-23 CA CA002325517A patent/CA2325517A1/en not_active Abandoned
- 1999-03-23 JP JP2000537849A patent/JP4532734B2/ja not_active Expired - Fee Related
-
2000
- 2000-01-18 US US09/484,675 patent/US20010018533A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| ES2229691T3 (es) | 2005-04-16 |
| US6124485A (en) | 2000-09-26 |
| CA2325517A1 (en) | 1999-09-30 |
| US20010018533A1 (en) | 2001-08-30 |
| EP1066253A1 (de) | 2001-01-10 |
| ATE269847T1 (de) | 2004-07-15 |
| JP4532734B2 (ja) | 2010-08-25 |
| EP1066253B1 (de) | 2004-06-23 |
| WO1999048866A1 (en) | 1999-09-30 |
| PT1066253E (pt) | 2004-10-29 |
| JP2002507596A (ja) | 2002-03-12 |
| DE69918277T2 (de) | 2005-07-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |