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The synthesis of 4-deazaformycin A
Vassilios N Kourafalos1, Panagiotis Marakos, Nicole Pouli
1Department of Pharmacy, Division of Pharmaceutical Chemistry, University of Athens, Panepistimiopolis Zografou 15771, Athens, Greece.
The Journal of Organic Chemistry
|August 5, 2003
Abstract:
The preparation of 4-deazaformycin A has been achieved. The synthesis features the condensation of a suitably substituted, lithiated 4-picoline with 2,3,5-tri-O-benzyl-d-ribonolactone, dehydration of the resulting hemiacetal, and ionic hydrogenation, followed by manipulation of the protecting groups and subsequent ring closure with the formation of 7-amino-3-(beta-d-ribofuranosyl)pyrazolo[3,4-c]pyridine.