engleski

Synthesis and spectroscopic evidences of (1,5-dihydro-3- isopropyl-8-methyl-3H-[1,3]-dioxepino-[5,6c]- pyridin-9- O-yl)-toluene-4-sulfonate

The compound (1,5-dihydro-3-isopropyl-8-methyl-3H-[1,3]dioxepino[5,6c]pyridin-9-O-yl)-toluene-4-sulfonate (2), an intermediate in the synthesis of pyridoxine amino acid ester derivatives, was synthesised starting from 4',5'-O-isobutylidene protected pyridoxine, i.e. 1,5-dihydro-9-hydroxy-8-methyl-3H-[1,3]dioxepino[5,6c]pyridine (1) and toluene-4-sulfonyl chloride. Further, 2 was also isolated, as a main product in the 4',5'-O-isobutylidene-pyridoxine α-amino acid ester syntheses, by the reaction of transesterification. Synthesised ester 2 was used as a model molecule in the spectroscopic analysis of the fundamental part of all 4',5'-isobutylidene-pyridoxine α-amino acid esters. Chemical structure of 2 was analysed by FT-IR, one- and twodimensional homo- and heteronuclear correlation NMR spectroscopy: 1H, 13C, COSY, NOESY and HETCOR.

pyridoxine; 4';5'-O-isobutylidene-pyridoxine; esterification; FT-IR spectroscopy; 1D and 2D 1H and 13C NMR spectroscopy

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