ES2180943T3 - Compuesto intermedio para utilizacion en la sintesis de docetaxel y procedimiento para su fabricacion. - Google Patents
Compuesto intermedio para utilizacion en la sintesis de docetaxel y procedimiento para su fabricacion.Info
- Publication number
- ES2180943T3 ES2180943T3 ES97906792T ES97906792T ES2180943T3 ES 2180943 T3 ES2180943 T3 ES 2180943T3 ES 97906792 T ES97906792 T ES 97906792T ES 97906792 T ES97906792 T ES 97906792T ES 2180943 T3 ES2180943 T3 ES 2180943T3
- Authority
- ES
- Spain
- Prior art keywords
- procedure
- bacatina
- iii
- bencil
- butil
- 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 - Lifetime
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- ZDZOTLJHXYCWBA-VCVYQWHSSA-N N-debenzoyl-N-(tert-butoxycarbonyl)-10-deacetyltaxol Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C=4C=CC=CC=4)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 ZDZOTLJHXYCWBA-VCVYQWHSSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 229960003668 docetaxel Drugs 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 2
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 abstract 2
- 229910052744 lithium Inorganic materials 0.000 abstract 2
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002699 waste material Substances 0.000 abstract 1
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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
LA INVENCION SE REFIERE A C7, C10 DI - CBZ 10 - DESACETIL BACATINA III, DE FORMULA (1), QUE PROPORCIONA UN INTERMEDIARIO PARA LA PRODUCCION DE DOCETAXEL, ASI COMO A UN PROCEDIMIENTO DE PRODUCCION DEL MISMO. EN DICHO PROCEDIMIENTO SE ACILA LA 10 DESACETIL BACATINA III CON AL MENOS 1,5 EQUIVALENTES DE N - BUTIL LITIO Y AL MENOS 1,5 EQUIVALENTES DE BENCIL CLOROFORMATO, EN TETRAHIDROFURANO. LA 10 DESACETIL BACATINA III SE PUEDE DISOLVER PRIMERAMENTE EN TETRAHIDROFURANO, TRAS LO CUAL SE ADICIONA EL N - BUTIL LITIO, SEGUIDO DE LA ADICION DEL BENCIL CLOROFORMATO. LA REACCION SE EFECTUA PREFERIBLEMENTE A TEMPERATURA REDUCIDA, INFERIOR A -20 C. LA SOLUCION RESULTANTE SE PUEDE ENFRIAR RAPIDAMENTE CON CLORURO AMONICO Y SER REDUCIDA A RESIDUO. EL RESIDUO SE PUEDE REDISOLVER ENTONCES EN UN DISOLVENTE ORGANICO, LAVAR, SECAR Y RECRISTALIZAR PARA PURIFICAR EL COMPUESTO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60908396A | 1996-02-29 | 1996-02-29 | |
| US08/616,466 US6107497A (en) | 1996-02-29 | 1996-03-19 | Intermediate for use in docetaxel synthesis and production method therefor |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2180943T3 true ES2180943T3 (es) | 2003-02-16 |
Family
ID=27085951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES97906792T Expired - Lifetime ES2180943T3 (es) | 1996-02-29 | 1997-02-27 | Compuesto intermedio para utilizacion en la sintesis de docetaxel y procedimiento para su fabricacion. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6107497A (es) |
| EP (1) | EP0941219B1 (es) |
| JP (1) | JP2001526626A (es) |
| AT (1) | ATE222247T1 (es) |
| AU (1) | AU723968B2 (es) |
| CA (1) | CA2246541C (es) |
| DE (1) | DE69714761T2 (es) |
| DK (1) | DK0941219T3 (es) |
| EA (2) | EA001385B1 (es) |
| ES (1) | ES2180943T3 (es) |
| GE (1) | GEP20002270B (es) |
| PL (1) | PL328578A1 (es) |
| PT (1) | PT941219E (es) |
| WO (1) | WO1997031911A1 (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1082316E (pt) * | 1998-05-01 | 2004-11-30 | Napro Biotherapeutics Inc | Processos e intermediarios uteis para a sintese de paclitaxel a partir de c-7,c-10-di-cbz-bacatina iii |
| US6358996B1 (en) | 2000-06-09 | 2002-03-19 | Napro Biotherapeutics, Inc. | Stable isotope labeling of paclitaxel |
| WO2002076448A1 (en) * | 2001-03-23 | 2002-10-03 | Napro Biotherapeutics, Inc. | Molecular conjugates for use in treatment of cancer |
| US6653501B2 (en) | 2001-06-27 | 2003-11-25 | Napro Biotherapeutics, Inc. | Chiral resolution method for producing compounds useful in the synthesis of taxanes |
| CN1268619C (zh) * | 2003-05-08 | 2006-08-09 | 上海迪赛诺化学制药有限公司 | 多烯紫杉醇三水化合物的制备方法 |
| US7202370B2 (en) * | 2003-10-27 | 2007-04-10 | Conor Medsystems, Inc. | Semi-synthesis of taxane intermediates from 9-dihydro-13-acetylbaccatin III |
| JP2005202893A (ja) * | 2004-01-19 | 2005-07-28 | Hitachi Ltd | 記憶デバイス制御装置、ストレージシステム、プログラムを記録した記録媒体、情報処理装置、及びストレージシステムの制御方法 |
| US20090156828A1 (en) * | 2005-12-21 | 2009-06-18 | Tapestry Pharmaceuticals, Inc. | Novel Compounds and Methods for Forming Taxanes and Using the Same |
| RU2008142363A (ru) * | 2006-03-27 | 2010-05-10 | Тэпистри Фармасьютикалз, Инк. (Us) | Конвергентный способ синтеза таксановых производных |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US34277A (en) * | 1862-01-28 | Improvement in lamps | ||
| FR2601675B1 (fr) * | 1986-07-17 | 1988-09-23 | Rhone Poulenc Sante | Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent |
| 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 |
| FR2629818B1 (fr) * | 1988-04-06 | 1990-11-16 | Centre Nat Rech Scient | Procede de preparation du taxol |
| USRE34277E (en) | 1988-04-06 | 1993-06-08 | Centre National De La Recherche Scientifique | Process for preparing taxol |
| US5175315A (en) * | 1989-05-31 | 1992-12-29 | Florida State University | Method for preparation of taxol using β-lactam |
| US5015744A (en) * | 1989-11-14 | 1991-05-14 | Florida State University | Method for preparation of taxol using an oxazinone |
| US5136060A (en) * | 1989-11-14 | 1992-08-04 | Florida State University | Method for preparation of taxol using an oxazinone |
| FR2680506B1 (fr) * | 1991-08-19 | 1994-09-02 | Rhone Poulenc Rorer Sa | Procede de preparation de derives de la beta-phenylisoserine et leur utilisation. |
| US5399726A (en) * | 1993-01-29 | 1995-03-21 | Florida State University | Process for the preparation of baccatin III analogs bearing new C2 and C4 functional groups |
| FR2687151B1 (fr) * | 1992-02-07 | 1994-03-25 | Rhone Poulenc Rorer Sa | Nouveaux derives de la baccatine iii et de la desacetyl-10 baccatine iii, leur preparation et les compositions pharmaceutiques qui les contiennent. |
-
1996
- 1996-03-19 US US08/616,466 patent/US6107497A/en not_active Expired - Lifetime
-
1997
- 1997-02-27 PL PL97328578A patent/PL328578A1/xx unknown
- 1997-02-27 DE DE69714761T patent/DE69714761T2/de not_active Expired - Lifetime
- 1997-02-27 JP JP53113197A patent/JP2001526626A/ja not_active Ceased
- 1997-02-27 AT AT97906792T patent/ATE222247T1/de active
- 1997-02-27 WO PCT/US1997/003120 patent/WO1997031911A1/en not_active Ceased
- 1997-02-27 GE GEAP19974502A patent/GEP20002270B/en unknown
- 1997-02-27 EP EP97906792A patent/EP0941219B1/en not_active Expired - Lifetime
- 1997-02-27 ES ES97906792T patent/ES2180943T3/es not_active Expired - Lifetime
- 1997-02-27 DK DK97906792T patent/DK0941219T3/da active
- 1997-02-27 AU AU21393/97A patent/AU723968B2/en not_active Expired
- 1997-02-27 CA CA002246541A patent/CA2246541C/en not_active Expired - Lifetime
- 1997-02-27 EA EA199800780A patent/EA001385B1/ru not_active IP Right Cessation
- 1997-02-27 PT PT97906792T patent/PT941219E/pt unknown
- 1997-02-27 EA EA199801068A patent/EA001405B1/ru not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EA199800780A1 (ru) | 1999-02-25 |
| EP0941219A1 (en) | 1999-09-15 |
| DE69714761D1 (de) | 2002-09-19 |
| PT941219E (pt) | 2002-12-31 |
| EA001385B1 (ru) | 2001-02-26 |
| US6107497A (en) | 2000-08-22 |
| AU2139397A (en) | 1997-09-16 |
| CA2246541A1 (en) | 1997-09-04 |
| EP0941219B1 (en) | 2002-08-14 |
| WO1997031911A1 (en) | 1997-09-04 |
| GEP20002270B (en) | 2000-10-25 |
| EA199801068A1 (ru) | 2000-06-26 |
| DE69714761T2 (de) | 2003-01-02 |
| AU723968B2 (en) | 2000-09-07 |
| JP2001526626A (ja) | 2001-12-18 |
| DK0941219T3 (da) | 2002-12-16 |
| EP0941219A4 (es) | 1999-10-27 |
| EA001405B1 (ru) | 2001-02-26 |
| ATE222247T1 (de) | 2002-08-15 |
| CA2246541C (en) | 2005-05-24 |
| PL328578A1 (en) | 1999-02-01 |
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