Abstract
Reaction between 6-N-benzoyl-9-[3,5-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)-2-O-trifluoromethanesulfonyl-β-d- arabinofuranosyl]adenine (12a), prepared from 9-(β-d-arabinofuranosyl)adenine, and 9-(4-methoxyphenyl)xanthene-9-thiol (AXT, 7b) in the presence of N1,N1,N3,N3-tetramethylguanidine, followed by treatment with tetraethylammonium fluoride in acetonitrile and then with methanolic ammonia, gave the 2′-S-[9-(4-methoxyphenyl)xanthen-9-yl] derivative (13) of the title compound (1c) in good yield. Compound 1c was obtained, also in good yield, when 13 was heated at 70° with pyrrole in acetic acid solution. The preparation of 9-(2-thio-β-d-arabinofuranosyl)adenine (5) by a similar route is also described.
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