Synthesis of some 6-methylidene-9-purine acyclic nucleosides with expected anti-HIV activity.
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.
el-Kousy
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Chemistry Department, Faculty of Science, Menoufiya University, Shebin El-Kom, Egypt.
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006678:HIV / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology
D000998:Antiviral Agents; D009705:Nucleosides