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1. EP0837843 - METHOD FOR PREPARING ENANTIOMERIC FORMS OF AMINO ALKYLAMINOPHENYL PROPANOIC ACID

Office European Patent Office
Application Number 96922085
Application Date 10.06.1996
Publication Number 0837843
Publication Date 29.04.1998
Publication Kind B1
IPC
C07C 227/16
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
227Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
14from compounds containing already amino and carboxyl groups or derivatives thereof
16by reactions not involving the amino or carboxyl groups
C07C 227/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
227Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
14from compounds containing already amino and carboxyl groups or derivatives thereof
C07C 229/12
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
229Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
04the carbon skeleton being acyclic and saturated
06having only one amino and one carboxyl group bound to the carbon skeleton
10the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
12to carbon atoms of acyclic carbon skeletons
C07C 229/36
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
229Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
34the carbon skeleton containing six-membered aromatic rings
36with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
CPC
C07C 227/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
227Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
14from compounds containing already amino and carboxyl groups or derivatives thereof
C07C 229/12
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
229Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
04the carbon skeleton being acyclic and saturated
06having only one amino and one carboxyl group bound to the carbon skeleton
10the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
12to carbon atoms of acyclic carbon skeletons
Applicants AVENTIS PHARMA SA
Inventors STAMMLER ROBERT
Designated States
Priority Data 9506890 12.06.1995 FR
9600872 10.06.1996 FR
Title
(DE) VERFAHREN ZUR HERSTELLUNG VON ENANTIOMEREN DER AMINOALKYLAMINOPHENYLPROPANSÄURE
(EN) METHOD FOR PREPARING ENANTIOMERIC FORMS OF AMINO ALKYLAMINOPHENYL PROPANOIC ACID
(FR) PROCEDE DE PREPARATION DES FORMES ENANTIOMERES DE L'ACIDE AMINO ALKYLAMINOPHENYL PROPANOIQUE
Abstract
(EN)
A method for preparing an enantiomeric form of 2-amino-3-(4-alkylaminophenyl)propanoic acid of general formula (I), wherein Alk is a C1-2 alkyl radical in (S) or (R) form, and salts thereof, from (L)-phenylalanine and (D)-phenylalanine respectively, by nitration followed by conversion of the nitro radical of the resulting 4-nitro phenylalanine of general formula (II), wherein R is a hydrogen atom or a protective radical, into an alkylamino radical, optionally after having protected the amine function of the phenylalanine.

(FR)
Procédé de préparation d'une forme énantiomère de l'acide amino-2(alkylamino-4 phényl)-3 propanoïque de formule générale (I), dans laquelle Alk représente un radical alcoyle contenant 1 à 2 atomes de carbone, sous forme (S) ou (R), ainsi que de ses sels, à partir respectivement de la (L)-phénylalanine ou de la (D)-phénylalanine, par nitration, puis transformation du radical nitro de la nitro-4 phénylalanine obtenue, de formule générale (II), dans laquelle R est un atome d'hydrogène ou un radical protecteur, en un radical alcoylamino, après protection le cas échéant de la fonction amine de la phénylalanine.