Robins, Morris J.; Miranda, Karl; Rajwanshi, Vivek K.; Peterson, Matt A.; Andrei, Graciela; Snoeck, Robert; De Clercq, Erik; Balzarini, Jan published the artcile< Synthesis and Biological Evaluation of 6-(Alkyn-1-yl)furo[2,3-d]pyrimidin-2(3H)-one Base and Nucleoside Derivatives>, Synthetic Route of 112-63-0, the main research area is cytotoxicity cyclization desilylation cross coupling ammonolysis nucleoside bicyclic furopyrimidinone; alkynyl furopyrimidinone bicyclic nucleoside kinase antiviral synthesis human cytomegalovirus.
Derivatives of the 2′-deoxynucleoside of furo[2,3-d]pyrimidin-2(3H)-one with long-chain alkyl (or 4-alkylphenyl) substituents at C6 exhibit remarkable anti-VZV (varicella-zoster virus) potency and selectivity, and analogous 2′,3′-dideoxynucleoside derivatives show anti-HCMV (human cytomegalovirus) activity. We now report a synthetic approach that enables the preparation of long-chain 6-(alkyn-1-yl)furo[2,3-d]pyrimidin-2(3H)-ones, e.g. I, in which the rod-like acetylene spacer replaces the 4-substituted-Ph ring at C6 via desilylation, Cu-catalyzed 5-endo-Dig cyclization, cross-coupling, and ammonolysis reactions. Analogs with Me, β-D-ribofuranosyl, β-D-arabinofuranosyl, and 2-deoxy-β-D-erythro-pentofuranosyl substituents at N3 have been prepared Long-chain derivatives at C6 in the 2′-deoxynucleoside series showed virus-encoded nucleoside kinase-sensitive anti-VZV activity. Surprisingly, 3-methyl-6-(octyn-1-yl)furo[2,3-d]pyrimidin-2(3H)-one (prepared as a neg. anti-VZV test control) exhibited anti-HCMV activity, which supports the possibility of development of non-nucleoside anti-HCMV agents originating from uncomplicated derivatives of such bicyclic ring systems.
Journal of Medicinal Chemistry published new progress about Antiviral agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Synthetic Route of 112-63-0.
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