title: Pyrimidine acyclo-C-nucleosides by ring transformations of 2-formyl-L-arabinal.
abstract: The protected 2-formyl-L-arabinal 2 reacted with thiourea and cyanamide in the presence of sodium hydride to afford via ring transformations the 5-[1R,2S-1,2- bis(benzyloxy)-3-hydroxypropyl]-1,2-dihydropyrimidines 3 and 4, respectively. Similarly, treatment of 2 with 3-amino-2H-1,2,4-triazole yielded 6-[1R,2S-1,2- bis(benzyloxy)-3-hydroxypropyl][1,2,4]-triazolo[1,5-a]pyrimidine (5).
authors.affiliation: Institut für Chemie der Universität Rostock, D-18051 Rostock, Germany.
authors.forename: Ahmed
authors.initials: A
authors.lastname: Bari
authors.forename: Holger
authors.initials: H
authors.lastname: Feist
authors.forename: Manfred
authors.initials: M
authors.lastname: Michalik
authors.forename: Klaus
authors.initials: K
authors.lastname: Peseke
mesh_terms: D001089:Arabinose / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C525036:3,4-di-O-benzyl-2-formylarabinal; D011741:Pyrimidine Nucleosides; D001089:Arabinose