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Synthesis of some 6-methylidene-9-purine acyclic nucleosides with expected anti-HIV activity

El-Kousy, S.

Die Pharmazie 49(7): 480-482

1994

ISSN/ISBN: 0031-7144
PMID: 8073057
Document Number: 431394
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.

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