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2005
Nucleic acids
U 0700
Synthesis and Antiviral Evaluation of D4T Analogues with a Spacer Arm Between
and Base Moieties. — d4T analogues (XI) are synthesized to examine the
20- 205 Glucidic
influence of the length of the spacer arm on the biological activities with respect to
HIV-1. Alkylation of thymine (I) under microwave irradiation provides some advantages compared to conventional heating. A remarkable decrease in reaction times and,
in some cases, cleaner reactions and a good selectivity are observed. The secondary hydroxyl groups of coupling product (VI) are selectively deprotected using methanolic
ammonia. To transform diols (VII) into the desired olefins (X), (VII) is subjected to the
Corey—Winter procedure followed by desulfurization-decarboxylation using trimethylphosphite. (XI) display no specific antiviral activity. — (ROY, V.; ZERROUKI*, R.;
KRAUSZ, P.; SCHMIDT, S.; AUBERTIN, A. M.; Nucleosides, Nucleotides Nucleic
Acids 23 (2004) 10, 1625-1637; Lab. Chim. Subst. Nat., Fac. Sci., Univ. Limoges,
F-87060 Limoges, Fr.; Eng.) — H. Hoennerscheid
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