title: Synthesis of novel D-2'-deoxy-2'-C-difluoromethylene-4'-thiocytidine as a potential antitumor agent.
abstract: [reaction: see text] 2'-Deoxy-2'-C-difluoromethylene-4'-thiocytidine (4) as a potential antitumor agent was synthesized starting from L-xylose via 2-deoxy-2-C-difluoromethylene-4-thiosugar as a key intermediate. An elimination product, 8, was always formed as the major product during removal of the protecting groups under acidic or basic conditions. However, utilizing neutral reaction conditions to remove the protecting groups afforded the desired product 4 exclusively.
authors.affiliation: College of Pharmacy and Division of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-742, Korea.
authors.forename: Moo Hong
authors.initials: MH
authors.lastname: Lim
authors.forename: Hea Ok
authors.initials: HO
authors.lastname: Kim
authors.forename: Hyung Ryong
authors.initials: HR
authors.lastname: Moon
authors.forename: Moon Woo
authors.initials: MW
authors.lastname: Chun
authors.forename: Lak Shin
authors.initials: LS
authors.lastname: Jeong
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003841:Deoxycytidine / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D014407:Tumor Cells, Cultured
chemical_list: C451482:2'-deoxy-2'-C-difluoromethylene-4'-thiocytidine; D000970:Antineoplastic Agents; D007202:Indicators and Reagents; D003841:Deoxycytidine