| abstract |
1394170 α - Aminoxy - carboxylic acids RIGHTER GEDEON VEGYESZETI GYAR RT 9 Aug 1972 [12 Aug 1971] 37065/72 Heading C2C Compounds NH 2 -O-CH(R)-COOH in which R is hydrogen, phenyl or a C 1-6 alkyl group optionally substituted by phenyl, alkylthio, benzylthio, hydroxy, benzyloxy, benzyoxyphenyl, benzyloxycarbonyl amino or benzyloxycarboxylamino and the salts thereof, are prepared by reacting an N-protected hydroxylamine derivative of formula in which X is benzyl, p-chlorobenzyl or t-butyl, with the optically active (where R is not hydrogen) or racemic form of Y-CH(R)-COOH, in an organic solvent or a mixture of an organic solvent and water and in the presence of a monovalent metal hydroxide and if desired resolving the obtained compound of formula X-O-CO-NH-O-CH(R)-COOH and subjecting this compound to acid treatment at approximately ambient temperature. Compounds prepared are those in which R is hydrogen, phenyl or C 1-6 alkyl optionally substituted by methylthio, benzylthio, hydroxy, benzyloxy, amino, p-benzyloxyphenyl and carbobenzyloxy. |