DE69630230D1 - Paclitaxelsynthese aus vorläufervebindungen und verfahren zu deren herstellung - Google Patents
Paclitaxelsynthese aus vorläufervebindungen und verfahren zu deren herstellungInfo
- Publication number
- DE69630230D1 DE69630230D1 DE69630230T DE69630230T DE69630230D1 DE 69630230 D1 DE69630230 D1 DE 69630230D1 DE 69630230 T DE69630230 T DE 69630230T DE 69630230 T DE69630230 T DE 69630230T DE 69630230 D1 DE69630230 D1 DE 69630230D1
- Authority
- DE
- Germany
- Prior art keywords
- taxol
- synthesis
- analogs
- production
- side chain
- 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 - Fee Related
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
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US483082 | 1983-04-07 | ||
| US08/483,082 US5948919A (en) | 1993-02-05 | 1995-06-07 | Paclitaxel synthesis from precursor compounds and methods of producing the same |
| PCT/US1996/010024 WO1996040666A1 (en) | 1995-06-07 | 1996-06-07 | Paclitaxel synthesis from precursor compounds and methods of producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69630230D1 true DE69630230D1 (de) | 2003-11-06 |
| DE69630230T2 DE69630230T2 (de) | 2004-07-29 |
Family
ID=23918577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69630230T Expired - Fee Related DE69630230T2 (de) | 1995-06-07 | 1996-06-07 | Paclitaxelsynthese aus vorläufervebindungen und verfahren zu deren herstellung |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5948919A (de) |
| EP (1) | EP0847393B1 (de) |
| JP (1) | JP2001501578A (de) |
| AT (1) | ATE251147T1 (de) |
| AU (1) | AU706872B2 (de) |
| CA (1) | CA2222919A1 (de) |
| DE (1) | DE69630230T2 (de) |
| EA (1) | EA000678B1 (de) |
| GE (1) | GEP19991873B (de) |
| WO (1) | WO1996040666A1 (de) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100225535B1 (ko) * | 1996-08-27 | 1999-10-15 | 정지석 | 파클리탁셀의 제조방법 |
| US5750737A (en) * | 1996-09-25 | 1998-05-12 | Sisti; Nicholas J. | Method for paclitaxel synthesis |
| US7288665B1 (en) * | 1997-08-18 | 2007-10-30 | Florida State University | Process for selective derivatization of taxanes |
| US7167711B1 (en) | 1997-12-23 | 2007-01-23 | Openwave Systems Inc. | System and method for controlling financial transactions over a wireless network |
| ES2230849T3 (es) * | 1998-05-01 | 2005-05-01 | Tapestry Pharmaceuticals, Inc. | Procedimientos e intermediarios utiles para la sintesis de paclitaxel a partir de c-7, c-10 di-cbz bacatina iii. |
| JP2003502401A (ja) * | 1999-06-21 | 2003-01-21 | ナプロ バイオセラピューティクス，インコーポレイテッド | Ｃ−２ヒドロキシル保護−ｎ−アシル（２ｒ，３ｓ）−３−フェニルイソセリン活性化エステルおよびそれらの製造方法 |
| JP4502338B2 (ja) * | 1999-09-17 | 2010-07-14 | 株式会社横浜国際バイオ研究所 | タキソイド化合物の製造法 |
| US6414015B1 (en) | 2000-01-28 | 2002-07-02 | Utah State University | Laulimalide microtubule stabilizing agents |
| US6358996B1 (en) | 2000-06-09 | 2002-03-19 | Napro Biotherapeutics, Inc. | Stable isotope labeling of paclitaxel |
| EP1383492A4 (de) * | 2001-03-23 | 2008-12-24 | Napro Biotherapeutics Inc | Molekulare konjugate zur verwendung in der krebstherapie |
| US6653501B2 (en) | 2001-06-27 | 2003-11-25 | Napro Biotherapeutics, Inc. | Chiral resolution method for producing compounds useful in the synthesis of taxanes |
| CN1942459A (zh) * | 2004-05-14 | 2007-04-04 | 免疫基因公司 | 浆果赤霉素ⅲ化合物的简易合成方法 |
| CN102584632A (zh) * | 2011-09-28 | 2012-07-18 | 北京东方协和医药生物技术有限公司 | 一种多西他赛手性侧链中间体的制备方法 |
| KR20150132225A (ko) * | 2013-03-15 | 2015-11-25 | 젠스페라, 아이엔씨. | 암 조성물을 제조하는 방법 |
Family Cites Families (7)
| 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 |
| 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 |
| 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 |
| 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 |
| FR2687150B1 (fr) * | 1992-02-07 | 1995-04-28 | Rhone Poulenc Rorer Sa | Procede de preparation de derives du taxane. |
-
1995
- 1995-06-07 US US08/483,082 patent/US5948919A/en not_active Expired - Fee Related
-
1996
- 1996-06-07 CA CA002222919A patent/CA2222919A1/en not_active Abandoned
- 1996-06-07 GE GEAP19964065A patent/GEP19991873B/en unknown
- 1996-06-07 WO PCT/US1996/010024 patent/WO1996040666A1/en active IP Right Grant
- 1996-06-07 EA EA199800024A patent/EA000678B1/ru not_active IP Right Cessation
- 1996-06-07 AT AT96919348T patent/ATE251147T1/de not_active IP Right Cessation
- 1996-06-07 DE DE69630230T patent/DE69630230T2/de not_active Expired - Fee Related
- 1996-06-07 AU AU61706/96A patent/AU706872B2/en not_active Ceased
- 1996-06-07 JP JP09502161A patent/JP2001501578A/ja not_active Ceased
- 1996-06-07 EP EP96919348A patent/EP0847393B1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0847393A1 (de) | 1998-06-17 |
| EA000678B1 (ru) | 2000-02-28 |
| AU6170696A (en) | 1996-12-30 |
| JP2001501578A (ja) | 2001-02-06 |
| WO1996040666A1 (en) | 1996-12-19 |
| EP0847393B1 (de) | 2003-10-01 |
| CA2222919A1 (en) | 1996-12-19 |
| US5948919A (en) | 1999-09-07 |
| GEP19991873B (en) | 1999-12-06 |
| EA199800024A1 (ru) | 1998-06-25 |
| ATE251147T1 (de) | 2003-10-15 |
| EP0847393A4 (de) | 1998-07-08 |
| AU706872B2 (en) | 1999-06-24 |
| DE69630230T2 (de) | 2004-07-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |