BR9710234A - Processo de acilação de 10-desacetilbacatina iii e itermediário para a produção de bacatina iii. - Google Patents
Processo de acilação de 10-desacetilbacatina iii e itermediário para a produção de bacatina iii.Info
- Publication number
- BR9710234A BR9710234A BR9710234-2A BR9710234A BR9710234A BR 9710234 A BR9710234 A BR 9710234A BR 9710234 A BR9710234 A BR 9710234A BR 9710234 A BR9710234 A BR 9710234A
- Authority
- BR
- Brazil
- Prior art keywords
- iii
- baccatin iii
- deacetylbaccatin
- baccatin
- solution
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
"PROCESSO DE ACILAçãO DE 10-DESACETILBACATINA III E INTERMEDIáRIO PARA A PRODUçãO DE BACATINA III". Um processo de acilar 10-desacetilbacatina III na posição C-10, através de sua posição hidróxi C-7, para produzir bacatina III, é realizada primeiro mediante dissolução de 10-desacetilbacatina III em um solvente de éter anidro, tal como tetraidrofurano, em uma temperatura reduzida, preverivelmente -78°C. Pelo menos um equivalente de uma base de lítio, preferivelmente cerca de dois equivalentes lítio n-butílico, é em seguida adicionado, seguido pela adição de um agente de acilação, tal como cloreto de acetila. A solução resultante é arrefecida, por exemplo, com cloreto de amónio, para eliminar o excesso da base de lítio e do agente de acilação. O resultado é bacatina III em solução. O bacatina III pode ser recuperado pela remoção do solvente de éter sob vácuo, para produzir um resíduo que pode, então, ser dissolvido, por exemplo em acetato de etila, com esta solução sendo lavada para remover os compostos indesejáveis de sal. A recristalização e a cromatografia de coluna podem ser empregadas para purificar o bacatina III.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/678,759 US5750736A (en) | 1996-07-11 | 1996-07-11 | Method for acylating 10-deacetylbaccatin III selectively at the c-10 position |
| PCT/US1997/012307 WO1998002427A1 (en) | 1996-07-11 | 1997-07-09 | Method for acylating 10-deacetylbaccatin iii selectively at the c-10 position |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BR9710234A true BR9710234A (pt) | 2000-01-11 |
Family
ID=24724151
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BR9710234-2A BR9710234A (pt) | 1996-07-11 | 1997-07-09 | Processo de acilação de 10-desacetilbacatina iii e itermediário para a produção de bacatina iii. |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5750736A (pt) |
| EP (1) | EP0918764B1 (pt) |
| JP (1) | JP2000514458A (pt) |
| KR (1) | KR20000023649A (pt) |
| CN (1) | CN1096453C (pt) |
| AT (1) | ATE266650T1 (pt) |
| AU (1) | AU731651B2 (pt) |
| BR (1) | BR9710234A (pt) |
| CA (1) | CA2259906A1 (pt) |
| DE (1) | DE69729100D1 (pt) |
| EA (1) | EA002001B1 (pt) |
| HK (1) | HK1019596A1 (pt) |
| IL (1) | IL127850A (pt) |
| NO (1) | NO986066L (pt) |
| NZ (1) | NZ333889A (pt) |
| WO (1) | WO1998002427A1 (pt) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6005120A (en) | 1993-07-20 | 1999-12-21 | Florida State University | Tricyclic and tetracyclic taxanes |
| US7288665B1 (en) | 1997-08-18 | 2007-10-30 | Florida State University | Process for selective derivatization of taxanes |
| US5914411A (en) * | 1998-01-21 | 1999-06-22 | Napro Biotherapeutics, Inc. | Alternate method for acylating 10-deacetylbaccatin III selectively at the C-10 position |
| US6066749A (en) * | 1998-05-01 | 2000-05-23 | Napro Biotherapeutics, Inc. | Method for conversion of C-2'-O-protected-10-hydroxy taxol to c-2'-O-protected taxol:useful intermediates in paclitaxel synthesis |
| IL139316A0 (en) * | 1998-05-01 | 2001-11-25 | Napro Biotherapeutics Inc | Methods and intermediate compounds for preparing paclitaxel |
| US6143902A (en) * | 1999-06-21 | 2000-11-07 | Napro Biotherapeutics, Inc. | C-2 hydroxyl protected-N-acyl (2R,3S)-3-phenylisoserine N-imido activated esters and method for production thereof |
| US6136999A (en) * | 1999-06-21 | 2000-10-24 | Napro Biotherapeutics, Inc. | C-2 hydroxyl protected-n-acyl (2R,3S)-3-phenylisoserine substituted phenyl activated esters and method for production thereof |
| US6495705B2 (en) | 2000-03-16 | 2002-12-17 | Napro Biotherapeutics, Inc. | Efficient process for the production of 10-DAB III by selective hydrazinolysis of various taxanes |
| US6281368B1 (en) | 2000-03-16 | 2001-08-28 | Napro Biotherapeutics, Inc. | Simple and efficient hydrazinolysis of C-10 and C-13 ester functionalities of taxanes to obtain 10-DAB III |
| US6358996B1 (en) | 2000-06-09 | 2002-03-19 | Napro Biotherapeutics, Inc. | Stable isotope labeling of paclitaxel |
| AU2003273671A1 (en) * | 2002-10-09 | 2004-05-04 | Phytogen Life Sciences, Inc. | Novel taxanes and methods related to use and preparation thereof |
| US7202370B2 (en) * | 2003-10-27 | 2007-04-10 | Conor Medsystems, Inc. | Semi-synthesis of taxane intermediates from 9-dihydro-13-acetylbaccatin III |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5229526A (en) * | 1991-09-23 | 1993-07-20 | Florida State University | Metal alkoxides |
| IT1254517B (it) * | 1992-03-06 | 1995-09-25 | Indena Spa | 14-beta idrossi-10-deacetil-baccatina iii, suoi derivati, loro prepazione ed impiego terapeutico |
| FR2696463B1 (fr) * | 1992-10-05 | 1994-11-25 | Rhone Poulenc Rorer Sa | Procédé d'obtention de la désacétyl-10 baccatine III. |
| FR2750989B1 (fr) * | 1996-07-09 | 1998-09-25 | Rhone Poulenc Rorer Sa | Procede de monoacylation d'hydroxy taxanes |
| ATE252569T1 (de) * | 1997-05-02 | 2003-11-15 | Pharmachemie Bv | Verfahren zur herstellung von baccatin iii und seiner derivate ausgehend von 10-deacetylbaccatin iii. |
| US7288665B1 (en) * | 1997-08-18 | 2007-10-30 | Florida State University | Process for selective derivatization of taxanes |
-
1996
- 1996-07-11 US US08/678,759 patent/US5750736A/en not_active Expired - Fee Related
-
1997
- 1997-07-09 EA EA199900096A patent/EA002001B1/ru not_active IP Right Cessation
- 1997-07-09 CA CA002259906A patent/CA2259906A1/en not_active Abandoned
- 1997-07-09 EP EP97934954A patent/EP0918764B1/en not_active Expired - Lifetime
- 1997-07-09 IL IL12785097A patent/IL127850A/en not_active IP Right Cessation
- 1997-07-09 DE DE69729100T patent/DE69729100D1/de not_active Expired - Lifetime
- 1997-07-09 JP JP10506245A patent/JP2000514458A/ja not_active Ceased
- 1997-07-09 BR BR9710234-2A patent/BR9710234A/pt unknown
- 1997-07-09 CN CN97196319A patent/CN1096453C/zh not_active Expired - Fee Related
- 1997-07-09 AT AT97934954T patent/ATE266650T1/de not_active IP Right Cessation
- 1997-07-09 WO PCT/US1997/012307 patent/WO1998002427A1/en active IP Right Grant
- 1997-07-09 NZ NZ333889A patent/NZ333889A/xx unknown
- 1997-07-09 AU AU38002/97A patent/AU731651B2/en not_active Ceased
-
1998
- 1998-12-22 NO NO986066A patent/NO986066L/no not_active Application Discontinuation
-
1999
- 1999-01-08 KR KR1019997000102A patent/KR20000023649A/ko not_active Application Discontinuation
- 1999-10-25 HK HK99104736A patent/HK1019596A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IL127850A0 (en) | 1999-10-28 |
| EA002001B1 (ru) | 2001-10-22 |
| KR20000023649A (ko) | 2000-04-25 |
| EP0918764A1 (en) | 1999-06-02 |
| CA2259906A1 (en) | 1998-01-22 |
| JP2000514458A (ja) | 2000-10-31 |
| AU3800297A (en) | 1998-02-09 |
| NO986066L (no) | 1999-03-05 |
| WO1998002427A1 (en) | 1998-01-22 |
| ATE266650T1 (de) | 2004-05-15 |
| CN1225089A (zh) | 1999-08-04 |
| US5750736A (en) | 1998-05-12 |
| NZ333889A (en) | 1999-03-29 |
| DE69729100D1 (de) | 2004-06-17 |
| NO986066D0 (no) | 1998-12-22 |
| IL127850A (en) | 2001-11-25 |
| AU731651B2 (en) | 2001-04-05 |
| EP0918764B1 (en) | 2004-05-12 |
| EA199900096A1 (ru) | 1999-08-26 |
| EP0918764A4 (en) | 1999-09-01 |
| CN1096453C (zh) | 2002-12-18 |
| HK1019596A1 (en) | 2000-02-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BR9710234A (pt) | Processo de acilação de 10-desacetilbacatina iii e itermediário para a produção de bacatina iii. | |
| EP0935596B1 (en) | Method for paclitaxel synthesis | |
| BR9907160A (pt) | Processo para acilação de 10-deacetilbacatina iii em uma posição c-10 sobre uma posição hidróxi c-7 da mesma | |
| EA199801068A1 (ru) | Способ получения доцетаксела | |
| EP1497276B1 (en) | Conversion of taxane molecules | |
| US5973170A (en) | C-7 metal alkoxides of baccatin III | |
| CZ289996A3 (en) | Process for preparing 7-hydroxytaxans | |
| MXPA99002793A (en) | Method for paclitaxel synthesis | |
| IL153043A (en) | Intermediate for baccatin iii derivatives and methods for the production thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE A 6A , 7A E 8A ANUIDADES. |