FIELD: chemistry.
SUBSTANCE: invention relates to a process for the preparation of 5-aminoisoxazole-3-carboxylic acid which comprises adding a 1.5-2.5-fold excess of diisopropylethylamine to the methyl or t-butyl ester of acrylic acid and a 1.5-3-fold excess of tetranitromethane, resulting nitroesters are reduced by a chemoselective system that does not destroy the isoxazole moiety, which contains a 2-20-fold excess of the reductant relative to the nitroester, followed by hydrolysis of the resulting amino esters.
EFFECT: new method for the preparation of 5-aminoisoxazole-3-carboxylic acid, which is a conformationally rigid analog γ-aminobutyric acid (GABA), which allows to expand the range of synthetic analogues γ-aminobutyric acid with limited conformational mobility, which can be used in pharmaceutical and medical chemistry as a compound with potential physiological activity.
5 cl, 4 ex
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