BRPI0608015A2 - processo para reparar o paclitaxel - Google Patents
processo para reparar o paclitaxelInfo
- Publication number
- BRPI0608015A2 BRPI0608015A2 BRPI0608015-4A BRPI0608015A BRPI0608015A2 BR PI0608015 A2 BRPI0608015 A2 BR PI0608015A2 BR PI0608015 A BRPI0608015 A BR PI0608015A BR PI0608015 A2 BRPI0608015 A2 BR PI0608015A2
- Authority
- BR
- Brazil
- Prior art keywords
- radical
- paclitaxel
- oxazolidine
- hydroxy
- iii
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epoxy Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
PROCESSO PARA PREPARAR O PACLITAXEL. A ser realizado a partir da 10-desacetil bacatina de acordo com uma reação "one-pot" envolvendo três etapas sucessivas: a) proteção do radical hidroxila na posição 7 da 1O-DAB, com um radical sililatado, então: b) acetilação do radical hidroxila na posição 10, e c) opcionalmente, cristalização do derivado da bacatina III obtida, seguida pela condensação do ácido (4 S,5 R)-3-N-benzoila-2 RS-metoxi-4-fenila-1 ,3-oxazolid ina-5-carboxílico de fórmula: por esterificação na posição do derivado 10-acetilatado da bacatina III obtida acima, de fórmula geral: na qual Z é um radical sililatado de proteção, de forma a se obter um derivado de fórmula geral: na qual Z é um radical sililatado de proteção, e então abrindo. a oxazolidina de cadela lateral cíclIca e símuitaneamente tirando a proteção do radical hidroxila na posição 7, do seu radical de proteção, e purificação opcionai do paciltaxel obtido.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0501838A FR2882362B1 (fr) | 2005-02-23 | 2005-02-23 | Procede de preparation du paclitaxel |
| PCT/FR2006/000387 WO2006090057A1 (fr) | 2005-02-23 | 2006-02-21 | Procede de preparation du paclitaxel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0608015A2 true BRPI0608015A2 (pt) | 2009-11-03 |
Family
ID=35079381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0608015-4A BRPI0608015A2 (pt) | 2005-02-23 | 2006-02-21 | processo para reparar o paclitaxel |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7563914B2 (pt) |
| EP (1) | EP1856081B1 (pt) |
| JP (1) | JP2008531528A (pt) |
| KR (1) | KR20070108181A (pt) |
| CN (1) | CN101128448A (pt) |
| AT (1) | ATE491699T1 (pt) |
| AU (1) | AU2006217804A1 (pt) |
| BR (1) | BRPI0608015A2 (pt) |
| CA (1) | CA2597174A1 (pt) |
| DE (1) | DE602006018873D1 (pt) |
| FR (1) | FR2882362B1 (pt) |
| IL (1) | IL185278A0 (pt) |
| MX (1) | MX2007010271A (pt) |
| NO (1) | NO20074860L (pt) |
| RU (1) | RU2007134453A (pt) |
| WO (1) | WO2006090057A1 (pt) |
| ZA (1) | ZA200706798B (pt) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0618176D0 (en) * | 2006-09-15 | 2006-10-25 | Chatham Biotech Ltd | One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel |
| GB0701523D0 (en) * | 2007-01-26 | 2007-03-07 | Chatham Biotec Ltd | Semi-synthetic process for the preparation of taxane derivatives |
| CA2723654A1 (en) * | 2008-05-07 | 2009-11-12 | Ivax Research, Llc | Processes for preparation of taxanes and intermediates thereof |
| KR101378537B1 (ko) * | 2011-09-30 | 2014-03-28 | 주식회사 삼양바이오팜 | 10-디아세틸파클리탁셀로부터 파클리탁셀을 제조하는 방법 |
| CN103130753B (zh) * | 2013-03-14 | 2015-09-02 | 上海龙翔生物医药开发有限公司 | 抗肿瘤药物紫杉醇的半合成方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US622053A (en) * | 1899-03-28 | John w | ||
| FR2696459B1 (fr) * | 1992-10-05 | 1994-11-25 | Rhone Poulenc Rorer Sa | Procédé de préparation de dérivés du taxane. |
| CA2170661A1 (en) * | 1995-03-22 | 1996-09-23 | John K. Thottathil | Novel methods for the preparation of taxanes using oaxzolidine intermediates |
| CA2188190A1 (en) * | 1996-10-18 | 1998-04-18 | Sarala Balachandran | The semi-synthesis of a protected bacatin iii compound |
| JP2002544269A (ja) * | 1999-05-17 | 2002-12-24 | ブリストル−マイヤーズ スクイブ カンパニー | パクリタキセルおよびパクリタキセル類似体の製造におけるシリルエーテルの切断のための新規反応条件 |
| US20050288520A1 (en) * | 2004-06-25 | 2005-12-29 | Phytogen Life Sciences Inc. | One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel |
-
2005
- 2005-02-23 FR FR0501838A patent/FR2882362B1/fr not_active Expired - Fee Related
-
2006
- 2006-02-21 AT AT06709353T patent/ATE491699T1/de not_active IP Right Cessation
- 2006-02-21 WO PCT/FR2006/000387 patent/WO2006090057A1/fr active Application Filing
- 2006-02-21 KR KR1020077019123A patent/KR20070108181A/ko not_active Application Discontinuation
- 2006-02-21 BR BRPI0608015-4A patent/BRPI0608015A2/pt not_active Application Discontinuation
- 2006-02-21 MX MX2007010271A patent/MX2007010271A/es not_active Application Discontinuation
- 2006-02-21 JP JP2007556633A patent/JP2008531528A/ja active Pending
- 2006-02-21 AU AU2006217804A patent/AU2006217804A1/en not_active Abandoned
- 2006-02-21 US US11/816,857 patent/US7563914B2/en not_active Expired - Fee Related
- 2006-02-21 RU RU2007134453/04A patent/RU2007134453A/ru not_active Application Discontinuation
- 2006-02-21 DE DE602006018873T patent/DE602006018873D1/de active Active
- 2006-02-21 CA CA002597174A patent/CA2597174A1/fr not_active Abandoned
- 2006-02-21 CN CNA2006800058985A patent/CN101128448A/zh active Pending
- 2006-02-21 EP EP06709353A patent/EP1856081B1/fr not_active Not-in-force
-
2007
- 2007-08-14 IL IL185278A patent/IL185278A0/en unknown
- 2007-08-15 ZA ZA200706798A patent/ZA200706798B/xx unknown
- 2007-09-24 NO NO20074860A patent/NO20074860L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE602006018873D1 (de) | 2011-01-27 |
| NO20074860L (no) | 2007-11-20 |
| FR2882362A1 (fr) | 2006-08-25 |
| ZA200706798B (en) | 2008-10-29 |
| JP2008531528A (ja) | 2008-08-14 |
| FR2882362B1 (fr) | 2007-05-11 |
| EP1856081B1 (fr) | 2010-12-15 |
| IL185278A0 (en) | 2008-02-09 |
| US7563914B2 (en) | 2009-07-21 |
| KR20070108181A (ko) | 2007-11-08 |
| EP1856081A1 (fr) | 2007-11-21 |
| US20080207929A1 (en) | 2008-08-28 |
| MX2007010271A (es) | 2008-03-10 |
| WO2006090057A1 (fr) | 2006-08-31 |
| CN101128448A (zh) | 2008-02-20 |
| ATE491699T1 (de) | 2011-01-15 |
| RU2007134453A (ru) | 2009-03-27 |
| CA2597174A1 (fr) | 2006-08-31 |
| AU2006217804A1 (en) | 2006-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B11A | Dismissal acc. art.33 of ipl - examination not requested within 36 months of filing | ||
| B11Y | Definitive dismissal - extension of time limit for request of examination expired [chapter 11.1.1 patent gazette] |