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2005
Nucleic acids
U 0700
Sonogashira Cross-Coupling in the Synthesis of Acyclic Nucleoside Phosphonates:
of 6-[(Phosphonomethoxy)alkynyl]- and 6-[(Phosphonome33- 253 Preparation
thoxy)alkyl]pyrimidines. — The Sonogashira cross-coupling reaction is used as the
method of choice for the C—C bond formation at position 6 of antiviral acyclic nucleoside phosphonates replacing the C—O moiety of these 2,4-diamino-6-hydroxypyrimidine derived compounds. Utilizing this key reaction, carba analogues of the biologically active compounds are prepared containing either a triple bond at the 6-position,
cf. (IV), or a saturated side chain, cf. (V) and (VII). None of the tested compounds reveals any significant anticancer activity, but carba-analogue (VII) shows moderate anti-HIV activity. — (HOCKOVA*, D.; MASOJIDKOVA, M.; HOLY, A.; Collect.
Czech. Chem. Commun. 70 (2005) 2, 247-258; Inst. Org. Chem. Biochem., Acad. Sci.
Czech Rep., CZ-166 10 Prague 6, Czech Republic; Eng.) — H. Hoennerscheid
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