FR2383155A1 - Procede de preparation d'acides 2-arylpropioniques optiquement actifs - Google Patents
Procede de preparation d'acides 2-arylpropioniques optiquement actifsInfo
- 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
- optically active
- enantiomer
- arylpropionic acids
- 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
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.
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)
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)
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 |
EP2393771A1 (fr) | 2009-02-06 | 2011-12-14 | DSM IP Assets B.V. | Procédé pour la synthèse de dérivés chiraux d'acide alpha-arylpropionique |
Citations (1)
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)
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 |
-
1978
- 1978-03-06 CS CS781413A patent/CS222255B2/cs unknown
- 1978-03-06 GR GR55617A patent/GR64816B/el unknown
- 1978-03-06 PT PT67743A patent/PT67743A/pt unknown
- 1978-03-07 YU YU540/78A patent/YU41472B/xx unknown
- 1978-03-07 DK DK100878A patent/DK154418C/da not_active IP Right Cessation
- 1978-03-07 DE DE19782809794 patent/DE2809794A1/de active Granted
- 1978-03-07 CH CH249378A patent/CH638482A5/de not_active IP Right Cessation
- 1978-03-07 IN IN241/CAL/78A patent/IN147834B/en unknown
- 1978-03-07 ES ES467606A patent/ES467606A1/es not_active Expired
- 1978-03-07 AT AT163478A patent/AT360508B/de not_active IP Right Cessation
- 1978-03-07 IE IE467/81A patent/IE46476B1/en not_active IP Right Cessation
- 1978-03-07 SE SE7802603A patent/SE436422B/sv not_active IP Right Cessation
- 1978-03-07 IT IT48320/78A patent/IT1202818B/it active
- 1978-03-07 CA CA298,426A patent/CA1105942A/fr not_active Expired
- 1978-03-07 FI FI780738A patent/FI66828C/fi not_active IP Right Cessation
- 1978-03-07 SU SU782588501A patent/SU784759A3/ru active
- 1978-03-07 BG BG7838943A patent/BG28567A3/xx unknown
- 1978-03-07 NO NO780785A patent/NO146197C/no unknown
- 1978-03-07 HU HU78BO1703A patent/HU178810B/hu unknown
- 1978-03-08 DD DD78204036A patent/DD136261A5/xx unknown
- 1978-03-08 PL PL1978205161A patent/PL110888B1/pl unknown
- 1978-03-08 LU LU79186A patent/LU79186A1/fr unknown
- 1978-03-08 NZ NZ186644A patent/NZ186644A/xx unknown
- 1978-03-08 FR FR7806692A patent/FR2383155A1/fr active Granted
- 1978-03-08 JP JP2644878A patent/JPS53112841A/ja active Granted
- 1978-03-08 NL NLAANVRAGE7802520,A patent/NL189126C/xx not_active IP Right Cessation
- 1978-03-08 AU AU33977/78A patent/AU521708B2/en not_active Expired
- 1978-03-11 EG EG161/78A patent/EG13345A/xx active
- 1978-03-13 PH PH20873A patent/PH13333A/en unknown
Patent Citations (1)
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)
Title |
---|
CA1976 * |
Cited By (4)
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 |
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