title: Synthesis of some 6-methylidene-9-purine acyclic nucleosides with expected anti-HIV activity.
abstract: Reaction of 6-chloro,9-(2-acetoxyethoxymethyl)purine 1 with ethyl cynoacetat, malononitrile and diethyl malonate in presence of NaH and DMF yielded the corresponding 6-methylidene derivatives 2a-c, which were deprotected by treatment with methanolic Ammonia to yield 3a-c. During the reaction of 1 with cyanoacetamide deacetylation took place spontaneously resulting in the deprotected acyclic nucleoside 4. Treatment of 2a with methyliodide in presence of NaH and DMF yielded the N-methyl derivative 5. NMR and mass spectra of the synthesized compounds are discussed.
authors.affiliation: Chemistry Department, Faculty of Science, Menoufiya University, Shebin El-Kom, Egypt.
authors.forename: S
authors.initials: S
authors.lastname: el-Kousy
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006678:HIV / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D009705:Nucleosides