PROCESS FOR PREPARING BETA-HYDROXY AMINO ACID

• Main Authors: NAGAI SHOUSUKE, KATOH TOSHIO, YAMAGUCHI AKIHIRO, OHOKA MASAHARU, KAWASHIMA NOBUHIRO, KAWASHIMA NOBUYUKI, HIGUCHI CHOJIRO, TAKANO TAKAO, MITA RYUICHI
• Format: Patent
• Language: English; Japanese
• Published: 25.11.1982
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

A process for preparing a $g(b)-hydroxy amino acid, which comprises adsorbing aziridine-2-carboxylic acid or derivatives thereof represented by the following general formula (II):$(8,)$wherein R1? represents a hydrogen atom, a methyl group, a substituted or unsubstituted phenyl or pyridyl group, R2? represents a hydrogen atom or a methyl group, X represents -CO2?H, -CO2?M (wherein M represents an alkali metal or alkaline earth metal), -CO2?R3? (wherein R3? represents a lower alkyl group containing 1 to 5 carbon atoms or an aralkyl group), -CONH2? or -CN, except for the case where R1? and R2? both represent a hydrogen atom and X represents CO2?H or CO2?M, onto a strongly acidic cation-exchange resin, and heating in the presence of water. Examples of the $g(b)-hydroxy amino acid include DL-serine, threonine, $g(b)-hydroxyvaline, and $g(b)-hydroxyphenylalanine. Procede de preparation d'un acide amine (Beta)-hydroxy, consistant a adsorber l'acide aziridine-2-carboxylique ou les derives de celui-ci representes par la formule generale suivante (II): (FORMULE) ou R1 represente un atome d'hydrogene un groupe methyle un groupe phenyle ou pyridyle substitue ou non substitue, R2 represente un atome d'hydrogene ou un groupe methyle, X represente -CO2H, - CO2M (ou M represente un metal alcalin ou un metal alcalino-terreux), -CO2R3 (ou R3 represente un groupe alkyle inferieur contenant de 1 a 5 atomes de carbone ou un groupe aralkyle) -CONH2 ou - CN, sauf dans le cas ou R1 et R2 representent les deux un atome d'hydrogene et X represente CO2H ou CO2M. Ces composes sont absorbes sur une resine a echange cationique a teneur fortement acide, et sont chauffes en presence d'eau. Des exemples de l'acide amine (Beta)-hydroxy comprennent la DL-serine, la threonine, la (Beta)-hydroxyvaline, et la (Beta)-hydroxyphenylalanine.