Croatica Chemica Acta, Vol. 69 No. 3, 1996.
Izvorni znanstveni članak
Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates
Sadik Elshani
; Department of Chemistry, The College of Arts and Sciences, University of Idaho, Moscow, Idaho, USA
Ljubica Butula
; Faculty of Pharmacy and Biochemistry, University of Zagreb, 10000 Zagreb, Croatia
Julija Matijević-Sosa
; Faculty of Pharmacy and Biochemistry, University of Zagreb, 10000 Zagreb, Croatia
Sažetak
A new series of pyridoxine and pyridoxal chloro and fluorophosphonates have been synthesized. Partially protected pyridoxine 1, 2 or pyridoxal 4 reacted with methyl phosphonic dichloride in the presence of triethylamine at -10 °C. Thus, the following chlorophosphonate derivatives were obtained: 3,4'-0-isopropylidenepyridoxine-5'-0- methylchlorophosphonate (5), 4',5'-0-isobutylidenepyridoxine-3-0- methylchlorophosphonate (6), and monoethylacetalpyridoxal-3-0- methylchlorophosphonate (7). Similarly, from adequate starting compounds 1,3 and unprotected pyridoxal (PL) in the reaction with methyl phosphonic difluoride and triethylamine, near O"C, the corresponding 3-0 or 5'-0-methylfluorophosphonateswere obtained; 3,4'-0 isopropylidenepyridoxine-5'-0-methylfluorophosphonate(8), 4-metoxymethylpyridoxine- 5'-0-methylfluorophosphonate (9) and pyridoxal- 5'-0-methylfluorophosphonate (10).
Ključne riječi
Hrčak ID:
177142
URI
Datum izdavanja:
1.11.1996.
Posjeta: 727 *