FI106959B - Förfarande för framställning av taxanderivat - Google Patents
Förfarande för framställning av taxanderivat Download PDFInfo
- Publication number
- FI106959B FI106959B FI943643A FI943643A FI106959B FI 106959 B FI106959 B FI 106959B FI 943643 A FI943643 A FI 943643A FI 943643 A FI943643 A FI 943643A FI 106959 B FI106959 B FI 106959B
- Authority
- FI
- Finland
- Prior art keywords
- radical
- general formula
- process according
- esterification
- hydroxy function
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Claims (8)
1. Förfarande för framställning av taxanderivat med den allmänna formeln:
5 R-O. 0 OH Rr=H o /—% JL OH : ÖCOCH, 10 - 5 ococ6h5 väri Ar är en arylredikal, R är en väteatom eller en acet-ylradikal och Rx är en bensoyl- eller tert-butoxikarbonyl-radikal genora förestring av ett baccatin III- eller 10-de-15 acetylbaccatin III-derivat med den allmänna formeln: G2-°v ,0 O-Gj >_M,X HO iimi/ OH 5 ÖCOCHj öcoc6h5 väri Gx är en skyddsgrupp för hydroxifunktionen säsom en t. 25 2,2,2-trikloretoxikarbonylradikal eller trialkylsilylra- dikal, väri varje alkyldel innehäller 1-4 kolatomer och G2 är en acetylradikal eller en skyddsgrupp för hydroxifunktionen säsom en 2,2,2-trikloretoxikarbonylradikal med hjälp av en syra med den allmänna formeln:
30 R.-NH A·*- ö-r2 · ,, 106959 väri Ar och är säsom tidigare definierats och R2 är en skyddsgrupp för hydroxifunktionen säsom en metoximetyl-, 1-etoxietyl-, bentsyloximetyl-, (B-trimetylsilyletoxi)met-yl-, tetrahydropyranyl-, 2,2,2-trikloretoximetyl- eller 5 2,2,2-trikloretoxikarbonylradikal, varefter man ersätter skyddsgrupperna G2, G2 och R2 i den erhällna föreningen med väteatomer, kännetecknat av, att förestringen utgörs vid en temperatur mellan -10 och 60 °C (60 °C icke inkluderad). 10 2. Förfarande enligt patentkrav 1, känne tecknat av, att förestringen utförs i ett organiskt lösningsmedel, valt bland etrar, ketoner, estrar, nitri-ler, alifatiska kolväten, klorerade alifatiska kolväten och aromatiska kolväten. 15 3. Förfarande enligt patentkrav 2, känne tecknat av, att lösningsmedlet valts bland estrar och aromatiska kolväten.
4. Förfarande enligt nägot av patentkraven 1, 2 eller 3, kännetecknat av, att omsättningen 20 sker i närvaro av ett kondenseringsmedel och ett aktive-ringsmedel.
5. Förfarande enligt patentkrav 4, kännetecknat av, att kondenseringsmedlet är en karbodi-imid. 25 6. Förfarande enligt patentkrav 4, känne tecknat av, att aktiveringsmedlet är ett aminopy-ridin.
7. Förfarande enligt patentkrav 5, kännetecknat av, att karbodi-imiden är dicyklohexyl- 30 karbodi-imid.
8. Förfarande enligt patentkrav 6, k ä n n e -t e c k n a t av, att aminopyridinet är 4-dimetylamino-pyridin eller 4-pyrrolidinopyridin. • * »
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9201379 | 1992-02-07 | ||
| FR9201379A FR2687150B1 (fr) | 1992-02-07 | 1992-02-07 | Procede de preparation de derives du taxane. |
| FR9300110 | 1993-02-04 | ||
| PCT/FR1993/000110 WO1993016059A1 (fr) | 1992-02-07 | 1993-02-04 | Procede de preparation de derives du taxane |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI943643A0 FI943643A0 (sv) | 1994-08-05 |
| FI943643A7 FI943643A7 (sv) | 1994-08-05 |
| FI106959B true FI106959B (sv) | 2001-05-15 |
Family
ID=9426424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI943643A FI106959B (sv) | 1992-02-07 | 1994-08-05 | Förfarande för framställning av taxanderivat |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US6596880B1 (sv) |
| EP (1) | EP0625147B1 (sv) |
| JP (1) | JP3295879B2 (sv) |
| KR (1) | KR100254167B1 (sv) |
| AT (1) | ATE141920T1 (sv) |
| AU (1) | AU686095B2 (sv) |
| CA (1) | CA2126462C (sv) |
| CZ (1) | CZ283377B6 (sv) |
| DE (1) | DE69304309T2 (sv) |
| DK (1) | DK0625147T3 (sv) |
| ES (1) | ES2090970T3 (sv) |
| FI (1) | FI106959B (sv) |
| FR (1) | FR2687150B1 (sv) |
| GR (1) | GR3020894T3 (sv) |
| HU (1) | HU212577B (sv) |
| MX (1) | MX9300622A (sv) |
| NO (1) | NO305863B1 (sv) |
| NZ (1) | NZ249162A (sv) |
| PL (1) | PL175106B1 (sv) |
| RU (1) | RU2103266C1 (sv) |
| SK (1) | SK280012B6 (sv) |
| TW (1) | TW234122B (sv) |
| WO (1) | WO1993016059A1 (sv) |
| ZA (1) | ZA93823B (sv) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6794523B2 (en) | 1991-09-23 | 2004-09-21 | Florida State University | Taxanes having t-butoxycarbonyl substituted side-chains and pharmaceutical compositions containing them |
| CA2100808A1 (en) * | 1992-10-01 | 1994-04-02 | Vittorio Farina | Deoxy paclitaxels |
| CA2155304C (en) * | 1993-02-05 | 2010-07-20 | Charles Swindell | Syntheses of paclitaxel, analogs and intermediates with variable a-ring side chains |
| US5948919A (en) * | 1993-02-05 | 1999-09-07 | Napro Biotherapeutics, Inc. | Paclitaxel synthesis from precursor compounds and methods of producing the same |
| US5684175A (en) * | 1993-02-05 | 1997-11-04 | Napro Biotherapeutics, Inc. | C-2' hydroxyl-benzyl protected, N-carbamate protected (2R, 3S)- 3-phenylisoserine and production process therefor |
| EP0700910A1 (en) * | 1994-09-06 | 1996-03-13 | Shionogi & Co., Ltd. | Process for isolation of taxol from Taxus sumatrana |
| US5580899A (en) * | 1995-01-09 | 1996-12-03 | The Liposome Company, Inc. | Hydrophobic taxane derivatives |
| US5675025A (en) * | 1995-06-07 | 1997-10-07 | Napro Biotherapeutics, Inc. | Paclitaxel synthesis from precursor compounds and methods of producing the same |
| US6051600A (en) * | 1995-09-12 | 2000-04-18 | Mayhew; Eric | Liposomal hydrolysis-promoting hydrophobic taxane derivatives |
| US6107332A (en) | 1995-09-12 | 2000-08-22 | The Liposome Company, Inc. | Hydrolysis-promoting hydrophobic taxane derivatives |
| FR2740451B1 (fr) * | 1995-10-27 | 1998-01-16 | Seripharm | Nouveaux intermediaires pour l'hemisynthese de taxanes, leurs procedes de preparation et leur utilisation dans la synthese generale des taxanes |
| US5688977A (en) * | 1996-02-29 | 1997-11-18 | Napro Biotherapeutics, Inc. | Method for docetaxel synthesis |
| US5750737A (en) * | 1996-09-25 | 1998-05-12 | Sisti; Nicholas J. | Method for paclitaxel synthesis |
| ATE256117T1 (de) * | 1999-05-17 | 2003-12-15 | Bristol Myers Squibb Co | Neue umsetzungsbedingungen für die spaltung von silylethern bei der herstellung von paclitaxel (taxol(r)) und paclitaxel -analogen |
| PL350328A1 (en) | 2000-02-02 | 2002-12-02 | Univ Florida State Res Found | C7 heterosubstituted acetate taxanes as antitumor agents |
| WO2001057030A1 (en) | 2000-02-02 | 2001-08-09 | Florida State University Research Foundation, Inc. | C7 carbonate substituted taxanes as antitumor agents |
| IT1319168B1 (it) * | 2000-03-17 | 2003-09-26 | Indena Spa | Derivati di condensazione ad attivita' antitumorale, loro metodo dipreparazione e formulazioni che li contengono. |
| US6452025B1 (en) | 2001-04-25 | 2002-09-17 | Napro Biotherapeutics, Inc. | Three-step conversion of protected taxane ester to paclitaxel |
| US20050261367A1 (en) * | 2004-03-29 | 2005-11-24 | Howard Murad | Methods for treating dermatological and other health-related conditions in a patient |
| CN100586940C (zh) * | 2007-01-26 | 2010-02-03 | 上海百灵医药科技有限公司 | 紫杉醇和多烯紫杉醇的半合成方法 |
| KR101014438B1 (ko) * | 2008-09-26 | 2011-02-14 | 동아제약주식회사 | 탁산 유도체의 제조방법 |
| PL388144A1 (pl) | 2009-05-29 | 2010-12-06 | Przedsiębiorstwo Produkcyjno-Wdrożeniowe Ifotam Spółka Z Ograniczoną Odpowiedzialnością | Solwaty (2R,3S)-3-tert-butoksykarbonylamino-2-hydroksy-3-fenylopropionianu 4-acetoksy-2α-benzoiloksy -5β,20-epoksy-1,7β,10β-trihydroksy-9-okso-taks-11-en-13α-ylu, sposób ich otrzymywania i zastosowanie |
| WO2012131698A1 (en) * | 2011-04-01 | 2012-10-04 | Shilpa Medicare Limited | Process for preparing docetaxel and its hydrate |
| BR112014024848A2 (pt) | 2012-04-04 | 2017-07-11 | Halozyme Inc | terapia de combinação com um agente antihialuronano e um taxano direcionamento ao tumor |
| EP2861256B1 (en) | 2012-06-15 | 2019-10-23 | The Brigham and Women's Hospital, Inc. | Compositions for treating cancer and methods for making the same |
| CN106470681A (zh) | 2014-04-03 | 2017-03-01 | 茵维特丝肿瘤学私营有限责任公司 | 超分子组合治疗药物 |
| WO2019222435A1 (en) | 2018-05-16 | 2019-11-21 | Halozyme, Inc. | Methods of selecting subjects for combination cancer therapy with a polymer-conjugated soluble ph20 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR336841A (fr) | 1903-10-29 | 1904-03-18 | James William Mander | Perfectionnements apportés aux instruments employés pour le dessin |
| FR336840A (fr) | 1903-10-29 | 1904-03-18 | Emmanuel Saura | Machine à piston diviseur |
| FR2629818B1 (fr) * | 1988-04-06 | 1990-11-16 | Centre Nat Rech Scient | Procede de preparation du taxol |
| FR2629819B1 (fr) * | 1988-04-06 | 1990-11-16 | Rhone Poulenc Sante | Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii |
-
1992
- 1992-02-07 FR FR9201379A patent/FR2687150B1/fr not_active Expired - Fee Related
-
1993
- 1993-02-04 US US08/256,736 patent/US6596880B1/en not_active Expired - Lifetime
- 1993-02-04 DK DK93904150.5T patent/DK0625147T3/da active
- 1993-02-04 PL PL93304721A patent/PL175106B1/pl unknown
- 1993-02-04 CZ CZ941870A patent/CZ283377B6/cs not_active IP Right Cessation
- 1993-02-04 RU RU94040356A patent/RU2103266C1/ru active
- 1993-02-04 HU HU9402289A patent/HU212577B/hu unknown
- 1993-02-04 SK SK930-94A patent/SK280012B6/sk not_active IP Right Cessation
- 1993-02-04 KR KR1019940702713A patent/KR100254167B1/ko not_active Expired - Lifetime
- 1993-02-04 ES ES93904150T patent/ES2090970T3/es not_active Expired - Lifetime
- 1993-02-04 JP JP51356393A patent/JP3295879B2/ja not_active Expired - Fee Related
- 1993-02-04 TW TW082100755A patent/TW234122B/zh not_active IP Right Cessation
- 1993-02-04 NZ NZ249162A patent/NZ249162A/en not_active IP Right Cessation
- 1993-02-04 DE DE69304309T patent/DE69304309T2/de not_active Expired - Lifetime
- 1993-02-04 AT AT93904150T patent/ATE141920T1/de active
- 1993-02-04 EP EP93904150A patent/EP0625147B1/fr not_active Expired - Lifetime
- 1993-02-04 WO PCT/FR1993/000110 patent/WO1993016059A1/fr not_active Ceased
- 1993-02-04 CA CA002126462A patent/CA2126462C/fr not_active Expired - Lifetime
- 1993-02-04 AU AU35048/93A patent/AU686095B2/en not_active Expired
- 1993-02-04 MX MX9300622A patent/MX9300622A/es unknown
- 1993-02-05 ZA ZA93823A patent/ZA93823B/xx unknown
-
1994
- 1994-08-04 NO NO942895A patent/NO305863B1/no not_active IP Right Cessation
- 1994-08-05 FI FI943643A patent/FI106959B/sv not_active IP Right Cessation
-
1996
- 1996-08-29 GR GR960401046T patent/GR3020894T3/el unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MA | Patent expired |