HAKIMELAHI G, MOHANAZADEH F, KHALAFINEZHAD A, ZAKERINIA M. TETRA-N-BUTYLAMMONIUM FLUORIDE AS A NOVEL REAGENT FOR THE PREPARATION OF ACYCLO-NUCLEOSIDES. THE SYNTHESIS OF 9- [(2-HYDROXYETHOXY) METHYL] ADENINE, BITAMYCIN.. Med J Islam Repub Iran 1989; 3 (1 and 2) :57-67
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http://mjiri.iums.ac.ir/article-1-1601-en.html
From the Department of Chemistry' Faculty of Medicine, Shiraz University of Medical Sciences, Shiraz, Islamic Republic of Iran.
Abstract: (3991 Views)
The synthesis of the title compound, bitamycin, by means of BU4NF
is described. This new antiviral drug was found to be one of the most powerful
and least toxic substances for antiviral therapy in man. The physical and
chemical behavior as well as the antiviral activities and clinical properties of
this compound were found to be significantly different from that reported by
Schaeffer, et al. Although the latter was claimed to have structure 1, we
found it to possess structure 2. BU4NF was proved to be an effective reagent
for the exclusive preparation of N(9)-alkylated products of purines. Condensation
reactions and deprotection of the acyl-protecting groups to yield
acyclo - nucleoside analogues were performed in a one step reaction.