ATE209640T1 - Paclitaxelsynthese aus vorläuferverbindungen und verfahren zu deren herstellung - Google Patents
Paclitaxelsynthese aus vorläuferverbindungen und verfahren zu deren herstellungInfo
- Publication number
- ATE209640T1 ATE209640T1 AT96918485T AT96918485T ATE209640T1 AT E209640 T1 ATE209640 T1 AT E209640T1 AT 96918485 T AT96918485 T AT 96918485T AT 96918485 T AT96918485 T AT 96918485T AT E209640 T1 ATE209640 T1 AT E209640T1
- Authority
- AT
- Austria
- Prior art keywords
- taxol
- synthesis
- analogs
- production
- precursor compounds
- Prior art date
Links
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 title abstract 6
- 229930012538 Paclitaxel Natural products 0.000 title abstract 5
- 229960001592 paclitaxel Drugs 0.000 title abstract 5
- 230000015572 biosynthetic process Effects 0.000 title abstract 3
- 238000003786 synthesis reaction Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000002243 precursor Substances 0.000 title 1
- OVMSOCFBDVBLFW-VHLOTGQHSA-N 5beta,20-epoxy-1,7beta,13alpha-trihydroxy-9-oxotax-11-ene-2alpha,4alpha,10beta-triyl 4,10-diacetate 2-benzoate Chemical compound O([C@@H]1[C@@]2(C[C@H](O)C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)O)C(=O)C1=CC=CC=C1 OVMSOCFBDVBLFW-VHLOTGQHSA-N 0.000 abstract 4
- BMYNFMYTOJXKLE-UHFFFAOYSA-N DL-isoserine Natural products NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 2
- 229930014667 baccatin III Natural products 0.000 abstract 2
- RZARFIRJROUVLM-UHFFFAOYSA-N 3-azaniumyl-2-hydroxy-3-phenylpropanoate Chemical class OC(=O)C(O)C(N)C1=CC=CC=C1 RZARFIRJROUVLM-UHFFFAOYSA-N 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000005222 photoaffinity labeling Methods 0.000 abstract 1
- 125000002456 taxol group Chemical group 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/483,084 US5675025A (en) | 1995-06-07 | 1995-06-07 | Paclitaxel synthesis from precursor compounds and methods of producing the same |
| PCT/US1996/010228 WO1996040667A1 (en) | 1995-06-07 | 1996-06-07 | Paclitaxel synthesis from precursor compounds and methods of producing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE209640T1 true ATE209640T1 (de) | 2001-12-15 |
Family
ID=23918590
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT96918485T ATE209640T1 (de) | 1995-06-07 | 1996-06-07 | Paclitaxelsynthese aus vorläuferverbindungen und verfahren zu deren herstellung |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5675025A (de) |
| EP (1) | EP0832080B9 (de) |
| JP (1) | JPH11513978A (de) |
| AT (1) | ATE209640T1 (de) |
| AU (1) | AU706406B2 (de) |
| CA (1) | CA2222989A1 (de) |
| DE (1) | DE69617425T2 (de) |
| EA (1) | EA000436B1 (de) |
| GE (1) | GEP19991748B (de) |
| WO (1) | WO1996040667A1 (de) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100225535B1 (ko) * | 1996-08-27 | 1999-10-15 | 정지석 | 파클리탁셀의 제조방법 |
| ATE234800T1 (de) | 1997-08-21 | 2003-04-15 | Univ Florida State | Verfahren zur synthese von taxanen |
| US6150537A (en) * | 1997-12-12 | 2000-11-21 | Emory University | Methods for the esterification of alcohols and compounds useful therefor as potential anticancer agents |
| 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 |
| US6048990A (en) * | 1998-05-01 | 2000-04-11 | Napro Biotherapeutics, Inc. | Method for selective acylation of C-2'-O-protected-10-hydroxy-taxol at the C-10 position |
| 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 |
| US6002025A (en) * | 1999-02-24 | 1999-12-14 | Bcm Developement Inc. | Method for the purification of taxanes |
| 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 |
| US6452024B1 (en) | 2000-02-22 | 2002-09-17 | Chaichem Pharmaceuticals International | Process for extraction and purification of paclitaxel from natural sources |
| 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 |
| US6452025B1 (en) * | 2001-04-25 | 2002-09-17 | Napro Biotherapeutics, Inc. | Three-step conversion of protected taxane ester to paclitaxel |
| US6653501B2 (en) | 2001-06-27 | 2003-11-25 | Napro Biotherapeutics, Inc. | Chiral resolution method for producing compounds useful in the synthesis of taxanes |
| US7981928B2 (en) | 2002-09-05 | 2011-07-19 | Nanodynamics, Inc. | Chemotherapy method using x-rays |
| WO2004068930A2 (en) * | 2003-02-04 | 2004-08-19 | Natural Pharmaceuticals Inc. | Method and composition for preparing a compound using a benzolating agent essentially free of ring chlorination |
| US6759539B1 (en) | 2003-02-27 | 2004-07-06 | Chaichem Pharmaceuticals International | Process for isolation and purification of paclitaxel from natural sources |
| CN117534699A (zh) * | 2022-08-01 | 2024-02-09 | 江苏吉贝尔药业股份有限公司 | 一种紫杉烷类化合物的含硅杂质化合物及其制备方法、应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2601676B1 (fr) * | 1986-07-17 | 1988-09-23 | Rhone Poulenc Sante | Procede de preparation du taxol et du desacetyl-10 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 |
| FR2629818B1 (fr) * | 1988-04-06 | 1990-11-16 | Centre Nat Rech Scient | Procede de preparation du 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 |
| FR2658513B1 (fr) * | 1990-02-21 | 1994-02-04 | Rhone Poulenc Sante | Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r). |
| FR2680506B1 (fr) * | 1991-08-19 | 1994-09-02 | Rhone Poulenc Rorer Sa | Procede de preparation de derives de la beta-phenylisoserine et leur utilisation. |
| FR2687150B1 (fr) * | 1992-02-07 | 1995-04-28 | Rhone Poulenc Rorer Sa | Procede de preparation de derives du taxane. |
-
1995
- 1995-06-07 US US08/483,084 patent/US5675025A/en not_active Expired - Fee Related
-
1996
- 1996-06-07 EA EA199800031A patent/EA000436B1/ru not_active IP Right Cessation
- 1996-06-07 AU AU61131/96A patent/AU706406B2/en not_active Ceased
- 1996-06-07 EP EP96918485A patent/EP0832080B9/de not_active Expired - Lifetime
- 1996-06-07 DE DE69617425T patent/DE69617425T2/de not_active Expired - Fee Related
- 1996-06-07 AT AT96918485T patent/ATE209640T1/de not_active IP Right Cessation
- 1996-06-07 GE GEAP19964063A patent/GEP19991748B/en unknown
- 1996-06-07 WO PCT/US1996/010228 patent/WO1996040667A1/en not_active Ceased
- 1996-06-07 CA CA002222989A patent/CA2222989A1/en not_active Abandoned
- 1996-06-07 JP JP9502252A patent/JPH11513978A/ja not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EA199800031A1 (ru) | 1998-06-25 |
| CA2222989A1 (en) | 1996-12-19 |
| EP0832080A4 (de) | 1998-04-29 |
| GEP19991748B (en) | 1999-09-10 |
| DE69617425D1 (de) | 2002-01-10 |
| EA000436B1 (ru) | 1999-08-26 |
| EP0832080B9 (de) | 2002-04-17 |
| EP0832080A1 (de) | 1998-04-01 |
| WO1996040667A1 (en) | 1996-12-19 |
| AU706406B2 (en) | 1999-06-17 |
| DE69617425T2 (de) | 2002-09-05 |
| US5675025A (en) | 1997-10-07 |
| EP0832080B1 (de) | 2001-11-28 |
| AU6113196A (en) | 1996-12-30 |
| JPH11513978A (ja) | 1999-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |