Naslov
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

Autori
Jadrijević-Mladar Takač, Milena ; Vikić-Topić, Dražen ; Vuković, Jadranka

Izvornik
Acta pharmaceutica (1330-0075) 48 (1998), 3; 145-153

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Pyridoxine ; 4' ; 5'-O-isobutylidene-pyridoxine ; Esterification ; FT-IR spectroscopy ; 1D and 2D 1H and 13C NMR spectroscopy

Sažetak
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 synthesized starting from 4', 5'-O-isobuthylidene 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 main product in the 4', 5'-O-isobuthylidene-pyridoxine-alpha-amino acid ester syntheses, by the reaction of transesterification. Synthesizes ester 2 was used as a model molecule in the spectroscopic analysis of the fundamental part of all 4', 5'-isobuthylidene-pyridoxine -alpha-amino acid esters. Chemical structures of 2 was analysed by FT-IR, one- and twodimensional homo- and heteronuclear NMR spectroscopy: 1H, 13C, COSY, NOESY and HETCOR.

Izvorni jezik
Engleski

Znanstvena područja
Farmacija

POVEZANOST RADA