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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

Puni tekst: engleski, pdf (3 MB) str. 1239-1249 preuzimanja: 184* citiraj
APA 6th Edition
Elshani, S., Butula, Lj. i Matijević-Sosa, J. (1996). Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates. Croatica Chemica Acta, 69 (3), 1239-1249. Preuzeto s https://hrcak.srce.hr/177142
MLA 8th Edition
Elshani, Sadik, et al. "Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates." Croatica Chemica Acta, vol. 69, br. 3, 1996, str. 1239-1249. https://hrcak.srce.hr/177142. Citirano 29.07.2021.
Chicago 17th Edition
Elshani, Sadik, Ljubica Butula i Julija Matijević-Sosa. "Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates." Croatica Chemica Acta 69, br. 3 (1996): 1239-1249. https://hrcak.srce.hr/177142
Harvard
Elshani, S., Butula, Lj., i Matijević-Sosa, J. (1996). 'Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates', Croatica Chemica Acta, 69(3), str. 1239-1249. Preuzeto s: https://hrcak.srce.hr/177142 (Datum pristupa: 29.07.2021.)
Vancouver
Elshani S, Butula Lj, Matijević-Sosa J. Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates. Croatica Chemica Acta [Internet]. 1996 [pristupljeno 29.07.2021.];69(3):1239-1249. Dostupno na: https://hrcak.srce.hr/177142
IEEE
S. Elshani, Lj. Butula i J. Matijević-Sosa, "Synthesis of Some Pyridoxine and Pyridoxal Halophosphonates", Croatica Chemica Acta, vol.69, br. 3, str. 1239-1249, 1996. [Online]. Dostupno na: https://hrcak.srce.hr/177142. [Citirano: 29.07.2021.]

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).

Hrčak ID: 177142

URI
https://hrcak.srce.hr/177142

Posjeta: 289 *