ES2063499T3 - Procedimiento para la preparacion del acido cis-beta-fenilglicidico-(2r,3r). - Google Patents

Procedimiento para la preparacion del acido cis-beta-fenilglicidico-(2r,3r).

Info

Publication number
ES2063499T3
ES2063499T3 ES91905073T ES91905073T ES2063499T3 ES 2063499 T3 ES2063499 T3 ES 2063499T3 ES 91905073 T ES91905073 T ES 91905073T ES 91905073 T ES91905073 T ES 91905073T ES 2063499 T3 ES2063499 T3 ES 2063499T3
Authority
ES
Spain
Prior art keywords
beta
preparation
fenilglicidico
procedure
acid cis
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 - Lifetime
Application number
ES91905073T
Other languages
English (en)
Inventor
Jean-Pierre Duchesne
Michel Mulhauser
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Aventis Pharma SA
Original Assignee
Rhone Poulenc Rorer SA
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 Rhone Poulenc Rorer SA filed Critical Rhone Poulenc Rorer SA
Application granted granted Critical
Publication of ES2063499T3 publication Critical patent/ES2063499T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/81—Carboxylic 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
    • C07C233/82—Carboxylic 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
    • C07C233/87—Carboxylic 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
    • 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
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/48—Compounds 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

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Analysing Materials By The Use Of Radiation (AREA)
  • Photoreceptors In Electrophotography (AREA)

Abstract

PROCESO DE PREPARACION DE ACIDO BETA-FENILGLICIDICO-(2R,3R) EVENTUALMENTE EN FORMA DE SAL O DE ESTER POR PRECIPITACION DE LA SAL DEL ACIDO BETA-FENILGLICIDICO-(2R,3R) CON LA (+)-ALFAMETILBENCILAMINA-(R) EN UNA SOLUCION DE UNA MEZCLA DE LAS SALES DE LOS ACIDOS BETA-FENILGLICIDICOS CIS Y TRANS CON LA (+)-ALFAMETILBENCILAMINA-(R). UTILIZACION DEL PRODUCTO OBTENIDO POR LA APLICACION DEL PROCESO PARA LA PREPARACION DE TAXOL Y DE SUS ANALOGOS.
ES91905073T 1990-02-21 1991-02-20 Procedimiento para la preparacion del acido cis-beta-fenilglicidico-(2r,3r). Expired - Lifetime ES2063499T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9002098A FR2658513B1 (fr) 1990-02-21 1990-02-21 Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r).

Publications (1)

Publication Number Publication Date
ES2063499T3 true ES2063499T3 (es) 1995-01-01

Family

ID=9393961

Family Applications (1)

Application Number Title Priority Date Filing Date
ES91905073T Expired - Lifetime ES2063499T3 (es) 1990-02-21 1991-02-20 Procedimiento para la preparacion del acido cis-beta-fenilglicidico-(2r,3r).

Country Status (24)

Country Link
US (1) US5256803A (es)
EP (1) EP0515541B1 (es)
JP (1) JP3012325B2 (es)
KR (1) KR100190559B1 (es)
AT (1) ATE104970T1 (es)
AU (1) AU647088B2 (es)
CA (1) CA2071979C (es)
CZ (1) CZ279594B6 (es)
DE (1) DE69101836T2 (es)
DK (1) DK0515541T3 (es)
ES (1) ES2063499T3 (es)
FI (1) FI113766B (es)
FR (1) FR2658513B1 (es)
HU (1) HU207856B (es)
IE (1) IE65338B1 (es)
IL (1) IL97276A (es)
NO (1) NO179836C (es)
NZ (1) NZ237173A (es)
PT (1) PT96848B (es)
RU (1) RU2056414C1 (es)
SK (1) SK278331B6 (es)
WO (1) WO1991013066A2 (es)
YU (1) YU48670B (es)
ZA (1) ZA911280B (es)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU3140093A (en) * 1991-11-22 1993-06-15 University Of Mississippi, The Synthesis and optical resolution of the taxol side chain and related compounds
EP0639186B1 (en) * 1992-04-17 1999-06-23 Abbott Laboratories Taxol derivatives
FR2691460B1 (fr) * 1992-05-21 1994-07-22 Rhone Poulenc Rorer Sa Nouveaux derives du taxane, leur preparation et les compositions qui les contiennent.
IL107950A (en) 1992-12-15 2001-04-30 Upjohn Co b 7, b 8 - Matano - Taxols, their preparation and pharmaceutical preparations against malignant tumors containing them
US5646176A (en) * 1992-12-24 1997-07-08 Bristol-Myers Squibb Company Phosphonooxymethyl ethers of taxane derivatives
US5684175A (en) * 1993-02-05 1997-11-04 Napro Biotherapeutics, Inc. C-2' hydroxyl-benzyl protected, N-carbamate protected (2R, 3S)- 3-phenylisoserine and production process therefor
EP1260507A1 (en) 1993-02-05 2002-11-27 Bryn Mawr College Synthesis of taxol, analogs and intermediates with variable A-nng side chains
JPH09511212A (ja) * 1993-06-11 1997-11-11 ジ・アップジョン・カンパニー Δ▲上６▼，▲上７▼−タキソール類の抗悪性腫瘍的使用およびそれらを含む医薬組成物
IL127599A (en) * 1994-01-28 2004-06-01 Upjohn Co Process for preparing isotaxol analogs
BR9608070A (pt) * 1995-04-20 1999-01-26 Chiroscience Ltd Epóxidos assímetricos sua síntese e utilização
US5675025A (en) * 1995-06-07 1997-10-07 Napro Biotherapeutics, Inc. Paclitaxel synthesis from precursor compounds and methods of producing the same
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
US5688977A (en) * 1996-02-29 1997-11-18 Napro Biotherapeutics, Inc. Method for docetaxel synthesis
US6228955B1 (en) 1996-04-19 2001-05-08 Chirotech Technology, Ltd. Asymmetric epoxides, their synthesis and use
US5750737A (en) * 1996-09-25 1998-05-12 Sisti; Nicholas J. Method for paclitaxel synthesis
FR2776292B1 (fr) * 1998-03-20 2004-09-10 Oncopharm Cephalotaxanes porteurs de chaine laterale et leur procede de synthese
US6479679B1 (en) 2001-04-25 2002-11-12 Napro Biotherapeutics, Inc. Two-step conversion of protected taxane ester to paclitaxel
US6452025B1 (en) 2001-04-25 2002-09-17 Napro Biotherapeutics, Inc. Three-step conversion of protected taxane ester to paclitaxel

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3901915A (en) * 1973-10-10 1975-08-26 Hoffmann La Roche Optical resolution of organic carboxylic acids
JPS56110683A (en) * 1980-02-07 1981-09-01 Taisho Pharmaceut Co Ltd Preparation of optical active epoxysuccinate
JPS6013775A (ja) * 1983-07-05 1985-01-24 Sawai Seiyaku Kk 光学活性３−（ｐ−アルコキシフエニル）グリシツド酸アルカリ金属塩の製造法
JPS61145174A (ja) * 1984-12-20 1986-07-02 Nippon Chemiphar Co Ltd 新規な光学活性エポキシプロピオン酸エステル誘導体の製造法
FR2601676B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Procede de preparation du taxol et du desacetyl-10 taxol
FR2601675B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent
JPH01226881A (ja) * 1988-03-04 1989-09-11 Tanabe Seiyaku Co Ltd 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
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
US4885375A (en) * 1988-05-18 1989-12-05 Marion Laboratories, Inc. Resolution of 3-(4-methoxyphenyl)glycidic acid with in situ conversion to alkyl esters
DE3906953A1 (de) * 1989-03-04 1990-09-20 Byk Gulden Lomberg Chem Fab Verfahren zur herstellung optisch reiner oxirancarbonsaeuren
CA2023645C (fr) * 1989-08-23 2002-03-26 Jean-Noel Denis Procede pour la preparation enantioselective de derives de la phenylisoserine
IT1240651B (it) * 1990-05-17 1993-12-17 Zambon Spa Processo per la risoluzione di derivati glicidici
HU9401975D0 (en) * 1990-08-01 1994-09-28 Smithkline Beecham Corp New intermediates for producing 2 -hydroxy-3-sulfido-3-phenyl-propionic acids

Also Published As

Publication number Publication date
FI923680A (fi) 1992-08-17
RU2056414C1 (ru) 1996-03-20
NZ237173A (en) 1993-07-27
KR100190559B1 (en) 1999-06-01
US5256803A (en) 1993-10-26
IL97276A0 (en) 1992-05-25
YU30291A (sh) 1993-11-16
CA2071979C (fr) 2002-10-29
IE910587A1 (en) 1991-08-28
FR2658513B1 (fr) 1994-02-04
AU647088B2 (en) 1994-03-17
WO1991013066A2 (fr) 1991-09-05
FI923680A0 (fi) 1992-08-17
HU9202668D0 (en) 1992-12-28
HU207856B (en) 1993-06-28
JP3012325B2 (ja) 2000-02-21
KR920703560A (ko) 1992-12-18
NO179836B (no) 1996-09-16
WO1991013066A3 (fr) 1991-10-17
DE69101836T2 (de) 1994-08-18
PT96848B (pt) 1998-07-31
AU7346191A (en) 1991-09-18
DE69101836D1 (de) 1994-06-01
NO179836C (no) 1996-12-27
NO923225L (no) 1992-08-18
ATE104970T1 (de) 1994-05-15
FR2658513A1 (fr) 1991-08-23
SK278331B6 (en) 1996-11-06
CZ279594B6 (cs) 1995-05-17
NO923225D0 (no) 1992-08-18
CS9100439A2 (en) 1991-09-15
ZA911280B (en) 1991-12-24
EP0515541A1 (fr) 1992-12-02
CA2071979A1 (fr) 1991-08-22
EP0515541B1 (fr) 1994-04-27
IL97276A (en) 1995-03-30
FI113766B (fi) 2004-06-15
YU48670B (sh) 1999-06-15
JPH05503534A (ja) 1993-06-10
DK0515541T3 (da) 1994-06-13
IE65338B1 (en) 1995-10-18
PT96848A (pt) 1991-10-31

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