[go: up one dir, main page]

WO1996040667B1 - Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci - Google Patents

Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci

Info

Publication number
WO1996040667B1
WO1996040667B1 PCT/US1996/010228 US9610228W WO9640667B1 WO 1996040667 B1 WO1996040667 B1 WO 1996040667B1 US 9610228 W US9610228 W US 9610228W WO 9640667 B1 WO9640667 B1 WO 9640667B1
Authority
WO
WIPO (PCT)
Prior art keywords
deprotecting
side chain
acylating
protecting group
replace
Prior art date
Application number
PCT/US1996/010228
Other languages
English (en)
Other versions
WO1996040667A1 (fr
Filing date
Publication date
Priority claimed from US08/483,084 external-priority patent/US5675025A/en
Application filed filed Critical
Priority to EA199800031A priority Critical patent/EA000436B1/ru
Priority to DE69617425T priority patent/DE69617425T2/de
Priority to JP9502252A priority patent/JPH11513978A/ja
Priority to AU61131/96A priority patent/AU706406B2/en
Priority to EP96918485A priority patent/EP0832080B9/fr
Priority to AT96918485T priority patent/ATE209640T1/de
Publication of WO1996040667A1 publication Critical patent/WO1996040667A1/fr
Publication of WO1996040667B1 publication Critical patent/WO1996040667B1/fr

Links

Abstract

On décrit une semisynthèse du taxol dans laquelle on utilise un squelette de baccatine III protégé que l'on estérifie à l'aide d'un acide à chaîne latérale protégée de manière appropriée.
PCT/US1996/010228 1995-06-07 1996-06-07 Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci WO1996040667A1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EA199800031A EA000436B1 (ru) 1995-06-07 1996-06-07 Способ получения паклитаксела
DE69617425T DE69617425T2 (de) 1995-06-07 1996-06-07 Paclitaxelsynthese aus vorläuferverbindungen und verfahren zu deren herstellung
JP9502252A JPH11513978A (ja) 1995-06-07 1996-06-07 パクリタクセルの、その前駆物質化合物からの合成及びその製造方法
AU61131/96A AU706406B2 (en) 1995-06-07 1996-06-07 Paclitaxel synthesis from precursor compounds and methods of producing the same
EP96918485A EP0832080B9 (fr) 1995-06-07 1996-06-07 Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci
AT96918485T ATE209640T1 (de) 1995-06-07 1996-06-07 Paclitaxelsynthese aus vorläuferverbindungen und verfahren zu deren herstellung

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
US08/483,084 1995-06-07

Publications (2)

Publication Number Publication Date
WO1996040667A1 WO1996040667A1 (fr) 1996-12-19
WO1996040667B1 true WO1996040667B1 (fr) 1997-01-30

Family

ID=23918590

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1996/010228 WO1996040667A1 (fr) 1995-06-07 1996-06-07 Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci

Country Status (10)

Country Link
US (1) US5675025A (fr)
EP (1) EP0832080B9 (fr)
JP (1) JPH11513978A (fr)
AT (1) ATE209640T1 (fr)
AU (1) AU706406B2 (fr)
CA (1) CA2222989A1 (fr)
DE (1) DE69617425T2 (fr)
EA (1) EA000436B1 (fr)
GE (1) GEP19991748B (fr)
WO (1) WO1996040667A1 (fr)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100225535B1 (ko) * 1996-08-27 1999-10-15 정지석 파클리탁셀의 제조방법
CA2302699A1 (fr) 1997-08-21 1999-02-25 Florida State University Procede de synthese de taxanes
US6150537A (en) * 1997-12-12 2000-11-21 Emory University Methods for the esterification of alcohols and compounds useful therefor as potential anticancer agents
KR20010043230A (ko) 1998-05-01 2001-05-25 패트리샤 에이, 필리어 Ｃ-7, ｃ-10 디-ｃｂｚ 박카틴 ｉｉｉ로부터 파클리탁셀을제조하는 방법 및 이를 제조하는데 사용하기 위한 중간체
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
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
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
JP2004528309A (ja) * 2001-03-23 2004-09-16 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 癌治療用分子複合体
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 (fr) * 2003-02-04 2004-08-19 Natural Pharmaceuticals Inc. Procede et composition permettant de preparer un compose a l'aide d'un agent de benzoylation essentiellement exempt de chloration de noyau
US6759539B1 (en) 2003-02-27 2004-07-06 Chaichem Pharmaceuticals International Process for isolation and purification of paclitaxel from natural sources

Family Cites Families (9)

* Cited by examiner, † Cited by third party
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
US5136060A (en) * 1989-11-14 1992-08-04 Florida State University Method for preparation of taxol using an oxazinone
US5015744A (en) * 1989-11-14 1991-05-14 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.

Similar Documents

Publication Publication Date Title
WO1996040667B1 (fr) Synthese du paclitaxel a partir de composes precurseurs, et procedes de production de celui-ci
AU689446B2 (en) Novel method of esterification of baccatine III an 10-deacetylbaccatine III
CA2155304C (fr) Synthese de taxol, d'analogues et de produits intermediaires avec chaines laterales variables au niveau du cycle a
KR840005095A (ko) 헤테로사이클릭 화합물의 제조방법
CA2246327A1 (fr) Procede de synthese du docetaxel
RU2216544C2 (ru) Способ превращения 9-дигидро-13-ацетилбаккатина iii в таксол и его производные
CA2118867A1 (fr) Derives de 2-debenzoyl-2-acyltaxol et methode de preparation
EP0727992A1 (fr) Substances taxoides substituees en position 2' et/ou 7'
EP0935596B1 (fr) Procede de synthese du paclitaxel
JP2002538155A5 (fr)
CA2373530A1 (fr) Derives de taxane et procedes de preparation de ceux-ci
DE69616798D1 (de) Durch c-2'-hydroxyl-benzyl und n-carbamat geschützte (2r,3s)-3-phenylisoserine und verfahren zu deren herstellung
HUP0202448A2 (hu) Eljárás paclitaxel C-4-metil-karbonát-analóg előállítására
RU2002100127A (ru) Производные таксана и способы их получения
CA2246541A1 (fr) Intermediaire utilise dans la synthese de docetaxel, et methode de production
CN1293668A (zh) 合成hiv蛋白酶抑制剂的方法
US5973170A (en) C-7 metal alkoxides of baccatin III
RU2005102395A (ru) Способ получения паклитаксела
US6479679B1 (en) Two-step conversion of protected taxane ester to paclitaxel
JP2894636B2 (ja) 新規な酸無水物，その製造およびその使用
US6452025B1 (en) Three-step conversion of protected taxane ester to paclitaxel
CN1687043A (zh) 一种紫杉醇及其类似物的制备方法
AU2002309606A1 (en) Two-step conversion of ptotected taxane ester to paclitaxel
IL153043A (en) Intermediate for baccatin iii derivatives and methods for the production thereof
KR880002813A (ko) 사이클로프로판카복실산 에스테르의 부분입체이성체를 분리하는 방법