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ATE212342T1 - Zwischerprodukte für die hemisynthese von taxanen und deren verfahren zu herstellung - Google Patents

Zwischerprodukte für die hemisynthese von taxanen und deren verfahren zu herstellung

Info

Publication number
ATE212342T1
ATE212342T1 AT96934977T AT96934977T ATE212342T1 AT E212342 T1 ATE212342 T1 AT E212342T1 AT 96934977 T AT96934977 T AT 96934977T AT 96934977 T AT96934977 T AT 96934977T AT E212342 T1 ATE212342 T1 AT E212342T1
Authority
AT
Austria
Prior art keywords
hemisynthesis
taxans
production
intermediate products
taxane
Prior art date
Application number
AT96934977T
Other languages
English (en)
Inventor
Luc Chanteloup
Bruno Chauveau
Christine Corbin
Robert Dhal
Guen Sonia Le
Arnaud Lamy
Antoine Leze
Jean-Pierre Robin
Original Assignee
Seripharm
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Seripharm filed Critical Seripharm
Application granted granted Critical
Publication of ATE212342T1 publication Critical patent/ATE212342T1/de

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/64Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/81Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/82Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/87Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18Oxygen atoms
    • C07D263/20Oxygen atoms attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18Oxygen atoms
    • C07D263/20Oxygen atoms attached in position 2
    • C07D263/26Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/48Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D305/00Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0834Compounds having one or more O-Si linkage
    • C07F7/0838Compounds with one or more Si-O-Si sequences
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/18Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804Compounds having Si-O-C linkages
    • C07F7/1872Preparation; Treatments not provided for in C07F7/20
    • C07F7/1892Preparation; Treatments not provided for in C07F7/20 by reactions not provided for in C07F7/1876 - C07F7/1888

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epoxy Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
AT96934977T 1995-10-27 1996-10-25 Zwischerprodukte für die hemisynthese von taxanen und deren verfahren zu herstellung ATE212342T1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9512739A FR2740451B1 (fr) 1995-10-27 1995-10-27 Nouveaux intermediaires pour l'hemisynthese de taxanes, leurs procedes de preparation et leur utilisation dans la synthese generale des taxanes
PCT/FR1996/001676 WO1997015562A1 (fr) 1995-10-27 1996-10-25 Intermediaires pour l'hemisynthese de taxanes et leurs procedes de preparation

Publications (1)

Publication Number Publication Date
ATE212342T1 true ATE212342T1 (de) 2002-02-15

Family

ID=9484016

Family Applications (1)

Application Number Title Priority Date Filing Date
AT96934977T ATE212342T1 (de) 1995-10-27 1996-10-25 Zwischerprodukte für die hemisynthese von taxanen und deren verfahren zu herstellung

Country Status (25)

Country Link
US (5) US6265587B1 (de)
EP (1) EP0863887B1 (de)
JP (1) JP2000500437A (de)
KR (1) KR100489865B1 (de)
CN (1) CN100374428C (de)
AT (1) ATE212342T1 (de)
AU (1) AU710314B2 (de)
BR (1) BR9610908A (de)
CZ (1) CZ125598A3 (de)
DE (1) DE69618812T2 (de)
DK (1) DK0863887T3 (de)
EE (1) EE03610B1 (de)
ES (1) ES2170876T3 (de)
FR (1) FR2740451B1 (de)
GE (1) GEP20001938B (de)
HU (1) HU225507B1 (de)
IL (1) IL155876A (de)
NO (1) NO981823L (de)
NZ (1) NZ320356A (de)
PL (1) PL327458A1 (de)
PT (1) PT863887E (de)
RU (1) RU2159237C2 (de)
SK (1) SK52398A3 (de)
TR (1) TR199800713T2 (de)
WO (1) WO1997015562A1 (de)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2740451B1 (fr) * 1995-10-27 1998-01-16 Seripharm Nouveaux intermediaires pour l'hemisynthese de taxanes, leurs procedes de preparation et leur utilisation dans la synthese generale des taxanes
KR100225535B1 (ko) * 1996-08-27 1999-10-15 정지석 파클리탁셀의 제조방법
US6150537A (en) * 1997-12-12 2000-11-21 Emory University Methods for the esterification of alcohols and compounds useful therefor as potential anticancer agents
KR100267596B1 (ko) * 1998-04-17 2000-10-16 강재헌 베타-아미노-알파-하이드록시산과 균등한 옥사졸린 유도체의 입체선택적 합성방법
WO2001030770A1 (en) * 1999-10-26 2001-05-03 Dong Kook Pharmaceutical Co., Ltd. Stereoselective synthesis of oxazoline derivative
ES2178539B1 (es) * 2000-03-14 2004-08-01 Dong Kook Pharmaceutical Co., Ltd. Procedimiento para la preparacion de un compuesto de oxazolina.
WO2002066448A1 (en) * 2001-02-20 2002-08-29 Dabur India Limited Method of preparation of paclitaxel (taxol) using 3-(alk-2-ynyloxy) carbonyl-5-oxazolidine carboxylic acid
FR2846327B1 (fr) * 2002-10-25 2006-03-24 Merck Sante Sas Derives de n-benzodioxolyl, n-benzodioxanyl et n-benzodioxepinyl arylcarboxamides utilisables dans le traitement de dyslipidemies et compositions pharmaceutiques les contenant.
KR20080030013A (ko) * 2005-06-10 2008-04-03 플로리다 스테이트 유니버시티 리서치 파운데이션, 인크 폴리시클릭 융합 고리 화합물의 제조 방법
JP5113745B2 (ja) * 2005-06-10 2013-01-09 フロリダ・ステイト・ユニバーシティ・リサーチ・ファウンデイション・インコーポレイテッド ドセタキセルの製造法
GB0701523D0 (en) * 2007-01-26 2007-03-07 Chatham Biotec Ltd Semi-synthetic process for the preparation of taxane derivatives
CN101468974B (zh) * 2007-12-28 2011-02-09 上海百灵医药科技有限公司 多烯紫杉醇的半合成方法
RU2014146265A (ru) 2009-12-30 2015-07-10 Басф Фарма (Калланиш) Лимитед Способ хроматографического разделения с псевдодвижущимся слоем
GB201111595D0 (en) 2011-07-06 2011-08-24 Equateq Ltd Improved process
GB201111591D0 (en) 2011-07-06 2011-08-24 Equateq Ltd Further new process
GB201111601D0 (en) 2011-07-06 2011-08-24 Equateq Ltd New process
GB201111589D0 (en) 2011-07-06 2011-08-24 Equateq Ltd New modified process
GB201111594D0 (en) 2011-07-06 2011-08-24 Equateq Ltd New improved process
CN103508918B (zh) * 2012-06-18 2015-09-09 上海医药工业研究院 带有环丁基的α-羟基β-氨基酯类化合物及其制备方法
GB201300354D0 (en) 2013-01-09 2013-02-20 Basf Pharma Callanish Ltd Multi-step separation process
US9428711B2 (en) 2013-05-07 2016-08-30 Groupe Novasep Chromatographic process for the production of highly purified polyunsaturated fatty acids
US8802880B1 (en) 2013-05-07 2014-08-12 Group Novasep Chromatographic process for the production of highly purified polyunsaturated fatty acids
EP2883860B1 (de) 2013-12-11 2016-08-24 Novasep Process Chromatografisches Verfahren zur Herstellung von mehrfach ungesättigten Fettsäuren
BR112016015718B1 (pt) 2014-01-07 2021-12-07 Novasep Process Solutions Processo de purificação de aminoácidos aromáticos
KR20180027559A (ko) * 2015-07-07 2018-03-14 타다카츠 만다이 파클리탁셀 및 도세탁셀의 측쇄 전구체의 제조 방법
CN112876503B (zh) * 2021-03-18 2022-04-29 中国科学院兰州化学物理研究所 用于癌症硼中子俘获治疗药物的硼酸盐化合物及其制备
CN114195820B (zh) * 2021-12-17 2023-11-10 中山大学 异丝氨酸衍生物及其制备与在紫杉醇合成中的应用

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US4876399A (en) * 1987-11-02 1989-10-24 Research Corporation Technologies, Inc. Taxols, their preparation and intermediates thereof
US5008411A (en) * 1988-05-24 1991-04-16 Hoffmann-La Roche Inc. Glycidic acid ester and process of preparation
US5274300A (en) * 1988-10-26 1993-12-28 Sepracor, Inc. Enzymatic hydrolysis of glycidate esters in the presence of bisulfite anion
IL95436A (en) * 1989-08-23 1996-07-23 Centre Nat Rech Scient Method for the preparation of phenzlisoserine derivatives
US5304670A (en) 1989-08-23 1994-04-19 Centre National De La Recherche Scientifique Process for the enantioselective preparation of phenylisoserine derivatives
JPH088879B2 (ja) * 1989-09-13 1996-01-31 田辺製薬株式会社 光学活性3―フェニルグリシッド酸エステル類化合物の製法
FR2658513B1 (fr) * 1990-02-21 1994-02-04 Rhone Poulenc Sante Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r).
RU2017724C1 (ru) * 1990-07-12 1994-08-15 Дзе Юниверсити оф Канзас Способ получения производных таксола
FR2678930B1 (fr) * 1991-07-10 1995-01-13 Rhone Poulenc Rorer Sa Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii.
WO1993010076A1 (en) * 1991-11-22 1993-05-27 The University Of Mississippi Synthesis and optical resolution of the taxol side chain and related compounds
FR2687150B1 (fr) * 1992-02-07 1995-04-28 Rhone Poulenc Rorer Sa Procede de preparation de derives du taxane.
KR100327625B1 (ko) * 1992-12-23 2002-11-07 브리스톨-마이어스스퀴브컴파니 신규측쇄-함유탁산및그의중간체화합물
FR2740451B1 (fr) * 1995-10-27 1998-01-16 Seripharm Nouveaux intermediaires pour l'hemisynthese de taxanes, leurs procedes de preparation et leur utilisation dans la synthese generale des taxanes
US6228955B1 (en) * 1996-04-19 2001-05-08 Chirotech Technology, Ltd. Asymmetric epoxides, their synthesis and use

Also Published As

Publication number Publication date
NZ320356A (en) 2000-01-28
EP0863887B1 (de) 2002-01-23
HUP9802487A3 (en) 2000-07-28
TR199800713T2 (xx) 1998-09-21
SK52398A3 (en) 1998-09-09
US7432383B2 (en) 2008-10-07
US20070208185A1 (en) 2007-09-06
EE9800149A (et) 1998-12-15
KR100489865B1 (ko) 2006-01-27
AU7308696A (en) 1997-05-15
PT863887E (pt) 2002-07-31
CN1200731A (zh) 1998-12-02
NO981823D0 (no) 1998-04-23
EE03610B1 (et) 2002-02-15
US6265587B1 (en) 2001-07-24
HU225507B1 (en) 2007-01-29
BR9610908A (pt) 1999-07-13
US20040220256A1 (en) 2004-11-04
US20050222089A1 (en) 2005-10-06
CZ125598A3 (cs) 1998-08-12
US7220871B2 (en) 2007-05-22
US20020068833A1 (en) 2002-06-06
NO981823L (no) 1998-04-23
DE69618812T2 (de) 2002-08-29
US6825365B2 (en) 2004-11-30
DK0863887T3 (da) 2002-04-22
AU710314B2 (en) 1999-09-16
KR19990067124A (ko) 1999-08-16
GEP20001938B (en) 2000-02-05
DE69618812D1 (de) 2002-03-14
RU2159237C2 (ru) 2000-11-20
PL327458A1 (en) 1998-12-07
US7279586B2 (en) 2007-10-09
EP0863887A1 (de) 1998-09-16
IL155876A (en) 2008-07-08
JP2000500437A (ja) 2000-01-18
ES2170876T3 (es) 2002-08-16
HUP9802487A2 (hu) 1999-09-28
FR2740451A1 (fr) 1997-04-30
WO1997015562A1 (fr) 1997-05-01
CN100374428C (zh) 2008-03-12
FR2740451B1 (fr) 1998-01-16

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