FR2383155A1 - Procede de preparation d'acides 2-arylpropioniques optiquement actifs - Google Patents

Procede de preparation d'acides 2-arylpropioniques optiquement actifs

Info

Publication number
FR2383155A1
FR2383155A1 FR7806692A FR7806692A FR2383155A1 FR 2383155 A1 FR2383155 A1 FR 2383155A1 FR 7806692 A FR7806692 A FR 7806692A FR 7806692 A FR7806692 A FR 7806692A FR 2383155 A1 FR2383155 A1 FR 2383155A1
Authority
FR
France
Prior art keywords
salt
diluent
enantiomer
acid
proportion
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.)
Granted
Application number
FR7806692A
Other languages
English (en)
Other versions
FR2383155B1 (fr
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.)
Boots Co PLC
Original Assignee
Boots Co PLC
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
Priority claimed from GB9697/77A external-priority patent/GB1596032A/en
Application filed by Boots Co PLC filed Critical Boots Co PLC
Publication of FR2383155A1 publication Critical patent/FR2383155A1/fr
Application granted granted Critical
Publication of FR2383155B1 publication Critical patent/FR2383155B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/42—Unsaturated compounds containing hydroxy or O-metal groups
    • C07C59/56—Unsaturated compounds containing hydroxy or O-metal groups containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention a pour objet un procédé pour augmenter la proportion d'un énantiomère désiré d'un acide 2-arylpropionique, caractérisé en ce qu'on chauffe, à une température d'au moins 80 degrés C, un mélange constitué d'un diluant organique liquide inerte et d'un sel de l'acide 2-arylpropionique avec un énantiomère d'une base azotée organique chirale, la base et le diluant étant tels que le sel de l'acide racémique présente une solubilité de 0,1 à 10 % en poids/volume dans le diluant à la température opératoire, une proportion du sel étant non dissoute dans le diluant, grâce à quoi une partie d'un isomère optique du composant acide du sel est transformée en son énantiomère, et on recueille le sel dont le composant acide présente une proportion accrue prépondérante de cet énantiomère.
FR7806692A 1977-03-08 1978-03-08 Procede de preparation d'acides 2-arylpropioniques optiquement actifs Granted FR2383155A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9697/77A GB1596032A (en) 1977-03-08 1977-03-08 Resolution of optically active 2-arylpropionic acids
GB194678 1978-01-18

Publications (2)

Publication Number Publication Date
FR2383155A1 true FR2383155A1 (fr) 1978-10-06
FR2383155B1 FR2383155B1 (fr) 1983-12-30

Family

ID=26237091

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7806692A Granted FR2383155A1 (fr) 1977-03-08 1978-03-08 Procede de preparation d'acides 2-arylpropioniques optiquement actifs

Country Status (29)

Country Link
JP (1) JPS53112841A (fr)
AT (1) AT360508B (fr)
AU (1) AU521708B2 (fr)
BG (1) BG28567A3 (fr)
CA (1) CA1105942A (fr)
CH (1) CH638482A5 (fr)
CS (1) CS222255B2 (fr)
DD (1) DD136261A5 (fr)
DE (1) DE2809794A1 (fr)
DK (1) DK154418C (fr)
EG (1) EG13345A (fr)
ES (1) ES467606A1 (fr)
FI (1) FI66828C (fr)
FR (1) FR2383155A1 (fr)
GR (1) GR64816B (fr)
HU (1) HU178810B (fr)
IE (1) IE46476B1 (fr)
IN (1) IN147834B (fr)
IT (1) IT1202818B (fr)
LU (1) LU79186A1 (fr)
NL (1) NL189126C (fr)
NO (1) NO146197C (fr)
NZ (1) NZ186644A (fr)
PH (1) PH13333A (fr)
PL (1) PL110888B1 (fr)
PT (1) PT67743A (fr)
SE (1) SE436422B (fr)
SU (1) SU784759A3 (fr)
YU (1) YU41472B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3025448A1 (de) * 1979-07-06 1981-01-15 Syntex Corp Verfahren zum abtrennen von d-2- (6-methoxy-2-naphthyl)-propionsaeure, deren salze mit n-r-d-glucamin und entsprechende arzneimittel

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2826952A1 (de) * 1978-06-20 1980-01-10 Bayer Ag Enantiomerentrennung von chiralen carbonsaeuren
JPS57145830A (en) * 1981-03-06 1982-09-09 Hiroyuki Nohira Optical resolution of 2-(4-chlorophenyl)-3-methylbutanoic acid
JPH01126425U (fr) * 1988-02-23 1989-08-29
DE3824353A1 (de) * 1988-07-19 1990-01-25 Paz Arzneimittelentwicklung Verfahren zur trennung von gemischen enantiomerer arylpropionsaeuren
DE4028906A1 (de) * 1990-09-12 1992-03-19 Paz Arzneimittelentwicklung Arzneimittel sowie deren herstellung und deren verwendung bei der bekaempfung von schmerzen und/oder entzuendungen und/oder fieber an tieren und menschen
DE4319438C1 (de) * 1993-06-11 1994-06-01 Gerd Dr Dr Geislinger Arzneimittel auf der Grundlage von Ketoprofen zur Bekämpfung von Schmerzen und/oder Entzündungen und/oder Fieber an Menschen und Tieren
JP3782834B2 (ja) 1994-10-26 2006-06-07 株式会社トクホン 鎮痛抗炎症貼付剤
DE19717429A1 (de) * 1997-04-25 1998-12-24 Bayer Ag Herstellung enantiomerenreiner Biarylketocarbonsäuren
CN102388014A (zh) 2009-02-06 2012-03-21 帝斯曼知识产权资产管理有限公司 手性α-芳基丙酸衍生物的合成方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2015728A1 (en) * 1968-04-18 1970-04-30 Lilly Co Eli Anti-inflammatory substd-phenylalkanoic acids and - derivs

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL23268A (en) * 1964-05-07 1969-02-27 Merck & Co Inc Anti-inflammatory preparations containing the 4-phenyl-alpha-methyl acid acetic phenyl acid
US3686183A (en) * 1969-03-24 1972-08-22 Syntex Corp Preparation of optical isomers of arylalkylacetic acids

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2015728A1 (en) * 1968-04-18 1970-04-30 Lilly Co Eli Anti-inflammatory substd-phenylalkanoic acids and - derivs

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CA1976 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3025448A1 (de) * 1979-07-06 1981-01-15 Syntex Corp Verfahren zum abtrennen von d-2- (6-methoxy-2-naphthyl)-propionsaeure, deren salze mit n-r-d-glucamin und entsprechende arzneimittel
EP0022529A1 (fr) * 1979-07-06 1981-01-21 Syntex Pharmaceuticals International Limited Procédé de résolution de l'acide d,l 2-(6-méthoxy-2-naphtyl)propionique; mélange de sels de ces acides d et l; composition pharmaceutique contenant un sel de l'acide d; un sel de l'acide d
FR2470108A1 (fr) * 1979-07-06 1981-05-29 Syntex Corp Sel de n-alkyl-d-glucamine de la forme d de l'acide d,1-2-(6-methoxy-2-naphtyl) propionique, son procede de preparation et composition pharmaceutique en contenant
DE3051036C2 (fr) * 1979-07-06 1988-03-31 Syntex Pharmaceuticals International Ltd., Hamilton, Bm

Also Published As

Publication number Publication date
CS222255B2 (en) 1983-06-24
DK100878A (da) 1978-09-09
FI780738A7 (fi) 1978-09-09
NO146197B (no) 1982-05-10
PL205161A1 (pl) 1979-03-26
DD136261A5 (de) 1979-06-27
YU41472B (en) 1987-08-31
NZ186644A (en) 1980-10-24
PL110888B1 (en) 1980-08-30
IT7848320A0 (it) 1978-03-07
JPS53112841A (en) 1978-10-02
JPS626536B2 (fr) 1987-02-12
AU3397778A (en) 1979-09-13
NL7802520A (nl) 1978-09-12
GR64816B (en) 1980-06-03
AU521708B2 (en) 1982-04-29
CH638482A5 (en) 1983-09-30
NO780785L (no) 1978-09-11
FI66828C (fi) 1984-12-10
SE436422B (sv) 1984-12-10
NL189126C (nl) 1993-01-18
HU178810B (en) 1982-06-28
IE46476B1 (en) 1983-06-29
NL189126B (nl) 1992-08-17
BG28567A3 (bg) 1980-05-15
NO146197C (no) 1982-08-18
IE780467L (en) 1978-09-08
DE2809794C2 (fr) 1989-08-03
YU54078A (en) 1984-04-30
IT1202818B (it) 1989-02-09
LU79186A1 (fr) 1978-09-18
PT67743A (en) 1978-04-01
DK154418C (da) 1989-06-19
DK154418B (da) 1988-11-14
FR2383155B1 (fr) 1983-12-30
ES467606A1 (es) 1978-10-16
IN147834B (fr) 1980-07-19
CA1105942A (fr) 1981-07-28
AT360508B (de) 1981-01-12
ATA163478A (de) 1980-06-15
SU784759A3 (ru) 1980-11-30
PH13333A (en) 1980-03-13
EG13345A (en) 1981-06-30
SE7802603L (sv) 1978-09-09
FI66828B (fi) 1984-08-31
DE2809794A1 (de) 1978-09-21

Similar Documents

Publication Publication Date Title
FR2383155A1 (fr) Procede de preparation d'acides 2-arylpropioniques optiquement actifs
FR2382696A1 (fr) Procede et reactif pour analyses mettant en oeuvre des reactions d'affinite biospecifique
FR2367107A1 (fr) Procede d'enduction de matieres poreuses en bande et preparation utilisee pour cette enduction
FR2386502A1 (fr) Procede pour conferer a un produit en vermiculite de la stabilite a l'egard de l'eau
FR2374287A1 (fr) Procede de preparation de derives des acides perfluoroalcane-carboxyliques et perfluoroalcane-sulfiniques
FR2381748A1 (fr) Procede pour la fabrication de cyanures d'acyle (b) et produits ainsi obtenus
FR2442710A1 (fr) Traitement antistatique (plasma) de surfaces en pvc
FR2430413A1 (fr) Procede de preparation d'alpha-aminoacides optiquement actifs, et leurs derives
FR2376208A1 (fr) Procede pour l'amelioration de produits tensio-actifs fluores
FR2415864A1 (fr) Procede de preparation de pellicules de stannate de cadmium
DE60124907D1 (de) VERFAHREN FÜR DIE HERSTELLUNG VON OPTISCH AKTIVEN 2-i6-(HYDROXYMETHYL)-1,3-DIOXAN-4-YLöESSIGSÄURE-DERIVATEN (19.12.01)
FR2434798A1 (fr) Acides trichlorophenoxy alcanoiques exempts de dibenzo-p-dioxines chlorees, leur obtention et leur application a la regulation de la croissance des plantes
OA05688A (fr) Procédé de préparation de composés d'acides 2-alkyl inférieur-7-substitué-2 ou 3-céphem-4 carboxylique et produits industriels nouveaux.
KR890011873A (ko) 제초제로서 유용한 o-카르복시아릴이미다졸리논 화합물의 중간체 및 제조방법
FR2401938A1 (fr) Composant catalytique de trichlorure de titane pour la polymerisation d'olefines
FR2381747A1 (fr) Procede pour la fabrication de cyanures d'acyle et cyanures ainsi obtenus
FR2355292A1 (fr) Procede de preparation d'un reactif pour le typage des leucocytes par reaction lymphocytaire
FR2373510A1 (fr) Procede de synthese de chloroformiates a terminaisons acryliques ou methacryliques
FR2376876A1 (fr) Procede pour la fabrication de polyolefines en poudre
FR2377995A1 (fr) Procede de preparation de l'acide methacrylique, de son nitrile et de ses esters par reaction respectivement de l'acide propionique, de son nitrile et des esters avec le metrylal
FR2409254A1 (fr) Procede pour la preparation d'esters de l'acide g-chlorocarboxylique
Kunz et al. 1, 4-Addition of dialkylaluminium chlorides to α, β-unsaturated carboxylic acid derivatives: a new synthesis of β-branched carboxylic acids
FR2367039A1 (fr) Procede de chloration du meta-aryloxytoluene
FR2362818A1 (fr) Procede de decarbalkoxylation de carboxylates
FR2376119A1 (fr) Procede de preparation d'esters d'alcoyle inferieur d'acides trans cyclopropane-1,3-dicarboxyliques 2,2-disubstitues racemiques et nouveaux esters desdits acides