YU48670B - POSTUPAK ZA DOBIJANJE (2R,3R)-CIS-Гџ-FENILGLICIDNE KISELINE - Google Patents

POSTUPAK ZA DOBIJANJE (2R,3R)-CIS-Гџ-FENILGLICIDNE KISELINE

Info

Publication number
YU48670B
YU48670B YU30291A YU30291A YU48670B YU 48670 B YU48670 B YU 48670B YU 30291 A YU30291 A YU 30291A YU 30291 A YU30291 A YU 30291A YU 48670 B YU48670 B YU 48670B
Authority
YU
Yugoslavia
Prior art keywords
phenylglycidic
cis
procedure
obtaining
acids
Prior art date
Application number
YU30291A
Other languages
English (en)
Other versions
YU30291A (sh
Inventor
Jean-Pierre Duchesne
Michel Mulhauser
Original Assignee
Aventis Pharma S.A.
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 Aventis Pharma S.A. filed Critical Aventis Pharma S.A.
Publication of YU30291A publication Critical patent/YU30291A/sh
Publication of YU48670B publication Critical patent/YU48670B/sh

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

Abstract

Postupak za dobijanje (2R,3R)-cis-Гџ-fenilglicidne kiseline formule u datom slučaju u obliku soli ili estra, naznačen time, što se selektivno kristališe u pogodnom rastvaraču so (2R,3R)-Гџ-fenilglicidne kiseline sa (R)-(+)-α-metilbenzilaminom, u rastvoru smeše soli (R)-(+)-α-metilbenzilamina sa kiselinama (2R,3R)-Гџ-fenilglicidnom, (2S,3S)-Гџ-fenilglicidnom, (2R,3S)-Гџ-fenilglicidnom i (2S,3R)-Гџ-fenilglicidnom kiselinom, i dobiveni produkt izoluje i u datom slučaju transformiše u alkalnometalnu so ili estar. - Prijava sadrži još 5 zavisnih zahteva.
YU30291A 1990-02-21 1991-02-20 POSTUPAK ZA DOBIJANJE (2R,3R)-CIS-Гџ-FENILGLICIDNE KISELINE YU48670B (sh)

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 (2)

Publication Number Publication Date
YU30291A YU30291A (sh) 1993-11-16
YU48670B true YU48670B (sh) 1999-06-15

Family

ID=9393961

Family Applications (1)

Application Number Title Priority Date Filing Date
YU30291A YU48670B (sh) 1990-02-21 1991-02-20 POSTUPAK ZA DOBIJANJE (2R,3R)-CIS-Гџ-FENILGLICIDNE KISELINE

Country Status (24)

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

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
DE69325454T2 (de) * 1992-04-17 2000-01-20 Abbott Laboratories, Abbott Park Taxol-derivate
FR2691460B1 (fr) * 1992-05-21 1994-07-22 Rhone Poulenc Rorer Sa Nouveaux derives du taxane, leur preparation et les compositions qui les contiennent.
MX9307777A (es) 1992-12-15 1994-07-29 Upjohn Co 7-HALO-Y 7ß, 8ß-METANO-TAXOLES, USO ANTINEOPLASTICO Y COMPOSICIONES FARMACEUTICAS QUE LOS CONTIENEN.
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
NZ262030A (en) * 1993-02-05 1997-10-24 Bryn Mawr College Process for preparing a taxol intermediate
ATE264316T1 (de) * 1993-06-11 2004-04-15 Upjohn Co Delta 6,7-taxol derivate antineoplastische verwendung und diese enthaltende pharmazeutische zusammenstellungen
IL112412A (en) * 1994-01-28 2000-02-29 Upjohn Co Delta 12,13-iso-taxol analogs and antineoplastic pharmaceutical compositions containing them
DE69613830T2 (de) * 1995-04-20 2001-10-31 Chirotech Technology Ltd., Cambridge Asymmetrische epoxide, ihre synthese und ihre verwendung
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
EP0541706B1 (en) * 1990-08-01 1995-09-13 Smithkline Beecham Corporation Process and intermediate for the preparation of 2-hydroxy-3-sulfido-3-phenyl propanoic acids

Also Published As

Publication number Publication date
FI113766B (fi) 2004-06-15
US5256803A (en) 1993-10-26
IE910587A1 (en) 1991-08-28
RU2056414C1 (ru) 1996-03-20
FI923680A0 (fi) 1992-08-17
CS9100439A2 (en) 1991-09-15
JPH05503534A (ja) 1993-06-10
NZ237173A (en) 1993-07-27
WO1991013066A2 (fr) 1991-09-05
HU9202668D0 (en) 1992-12-28
NO923225L (no) 1992-08-18
PT96848B (pt) 1998-07-31
AU647088B2 (en) 1994-03-17
NO179836C (no) 1996-12-27
EP0515541B1 (fr) 1994-04-27
NO179836B (no) 1996-09-16
IE65338B1 (en) 1995-10-18
KR100190559B1 (en) 1999-06-01
WO1991013066A3 (fr) 1991-10-17
AU7346191A (en) 1991-09-18
FR2658513A1 (fr) 1991-08-23
NO923225D0 (no) 1992-08-18
KR920703560A (ko) 1992-12-18
CA2071979A1 (fr) 1991-08-22
DK0515541T3 (da) 1994-06-13
DE69101836D1 (de) 1994-06-01
ES2063499T3 (es) 1995-01-01
YU30291A (sh) 1993-11-16
IL97276A0 (en) 1992-05-25
FI923680L (fi) 1992-08-17
IL97276A (en) 1995-03-30
ZA911280B (en) 1991-12-24
CA2071979C (fr) 2002-10-29
DE69101836T2 (de) 1994-08-18
ATE104970T1 (de) 1994-05-15
JP3012325B2 (ja) 2000-02-21
SK278331B6 (en) 1996-11-06
PT96848A (pt) 1991-10-31
FR2658513B1 (fr) 1994-02-04
HU207856B (en) 1993-06-28
CZ279594B6 (cs) 1995-05-17
EP0515541A1 (fr) 1992-12-02

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