349654-64-4Relevant academic research and scientific papers
Synthesis of 3′-Deoxy-3′-difluoromethyluridine and 2′-Deoxy-2′difluoromethyluridine
Marcotte, Stéphane,Gérard, Baudoin,Pannecoucke, Xavier,Feasson, Christian,Quirion, Jean-Charles
, p. 929 - 933 (2001)
The synthesis of 3′-deoxy-3′-difluoromethyluridine (9) and 2′-deoxy-2′-difluoromethyluridine (7β) by hydrogenation of the corresponding difluoromethylene derivatives is described. A second synthesis of the latter has been performed. Starting from thymidine, a two-step procedure affords the benzylated furanoid glycal 12. Addition of dibromodifluoromethane gives the α-2′-deoxy-2′bromodifluoromethylarabinose (13). This compound allowed an access to α- or β -2′-deoxy-2′-difluoromethyluridine via a SN2 type reaction on a α-halodeoxyarabinose species.
