Elsevier, Tetrahedron Letters, 51(52), p. 6896-6898
DOI: 10.1016/j.tetlet.2011.10.037
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A series of 2′ functionalized acyclic nucleoside phosphonate derivatives of 1-[3′-(phosphonomethoxy)propyl]uracil (1–4) have been synthesized together with the 1′ and 2′-ethynyl derivatives of 9/1-[2′-(phosphonomethoxy)ethyl]adenine/thymine (5–7). Key intermediates leading to the latter series are (±)-[2-{diethyl(phosphonomethoxy)}-1-hydroxy]-but-3-yne (25) and (±)-diisopropyl{[2-hydroxy-4-(trimethylsilyl)but-3-yn-1-yl]oxy}methylphosphonate (30). Compounds 25 and 30 are easily obtained starting from (±)-solketal.