title: The synthesis of 4-deazaformycin A.
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.
authors.affiliation: Department of Pharmacy, Division of Pharmaceutical Chemistry, University of Athens, Panepistimiopolis Zografou 15771, Athens, Greece.
authors.forename: Vassilios N
authors.initials: VN
authors.lastname: Kourafalos
authors.forename: Panagiotis
authors.initials: P
authors.lastname: Marakos
authors.forename: Nicole
authors.initials: N
authors.lastname: Pouli
authors.forename: Leroy B
authors.initials: LB
authors.lastname: Townsend
mesh_terms: D002855:Chromatography, Thin Layer; D005573:Formycins / Q000138:chemical synthesis*; D005663:Furans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011720:Pyrazoles / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C481906:5-deazaformycin A; D005573:Formycins; D005663:Furans; D007202:Indicators and Reagents; D011720:Pyrazoles; D011725:Pyridines; C118531:pyrazolopyridine; C018674:tetrahydrofuran