NOVEL BICYCLIC PYRROLIDINE DERIVATIVES HAVING ANTIOXIDANT ACTIVITY AND METHOD FOR PRODUCTION THEREOF

摘要

FIELD: chemistry.;SUBSTANCE: compound is a pyrrolidine derivative having a fragment of a sterically hindered phenol, having general formula: where R¹ denotes H, Me, Et; R² denotes Me, Et, i-Pr, i-Bu; Ar denotes Ph, 2-HalPh, 3-HalPh, 4-HalPh, (where Hal denotes F, Cl, Br, I), 2,6-diMePh, 2,3,5,6-tetraFPh, 2-MeOPh, 3-MeOPh, 4-MeOPh, (naphthalen-1-yl), (naphthalen-2-yl), 2-NO₂PH, 3-NO₂Ph, 4-NO₂Ph. The compounds are obtained by mixing a solution of azomethine of formula: where values of R¹, R² are given above, with N-substituted malemide in air and reaction thereof is induced by catalytic amounts of N-tert-butoxycarbonyl derivatives of alpha-amino acids (glycine, alanine, phenylalanine), followed by concentration of the organic phase at low pressure, and cleaning the residue by chromatography on silica gel using CHCl₃/MeOH as the eluent.;EFFECT: prolonged antioxidant activity.;2 cl, 2 tbl, 9 ex