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Croatica Chemica Acta, Vol.82 No.4 Prosinac 2009.

Izvorni znanstveni članak

Synthesis and Structural Properties of Novel Tricyclic 15-membered Azalides

Andrea Fajdetić ; GlaxoSmithKline Research Centre Zagreb Ltd., Prilaz baruna Filipovića 29, 10000 Zagreb, Croatia
Gabrijela Kobrehel ; GlaxoSmithKline Research Centre Zagreb Ltd., Prilaz baruna Filipovića 29, 10000 Zagreb, Croatia
Gorjana Lazarevski ; GlaxoSmithKline Research Centre Zagreb Ltd., Prilaz baruna Filipovića 29, 10000 Zagreb, Croatia
Zorica Marušić-Ištuk ; GlaxoSmithKline Research Centre Zagreb Ltd., Prilaz baruna Filipovića 29, 10000 Zagreb, Croatia
Stjepan Mutak ; GlaxoSmithKline Research Centre Zagreb Ltd., Prilaz baruna Filipovića 29, 10000 Zagreb, Croatia

Puni tekst: engleski, pdf (13 MB) str. 715-723 preuzimanja: 346* citiraj
APA
Fajdetić, A., Kobrehel, G., Lazarevski, G., Marušić-Ištuk, Z., Mutak, S. (2009). Synthesis and Structural Properties of Novel Tricyclic 15-membered Azalides. Croatica Chemica Acta, 82(4), 715-723. Preuzeto s http://hrcak.srce.hr/45437

Sažetak

Starting from 3-decladinosyl-9a,11-cyclic carbamates of 15 membered azalide, strained tricyclic aglycone derivatives were prepared. The bridging 5-membered hemiketal ring was obtained by intramolecular ketalization of intermediary 3-keto derivative, whereas 5-membered ether derivatives were obtained by intramolecular Williamson-type displacement. In case of 12-O-alkyl derivatives complete diastereoslective formation of ethers was observed, while unsubstituted compound gave diastereomeric mixture. NMR analysis was used to confirm the structures of new tricyclic azalide compounds.

Ključne riječi
Macrolides; azalides; synthesis; tricyclic structures; NMR spectroscopy

Hrčak ID: 45437

URI
http://hrcak.srce.hr/45437

Posjeta: 603 *