1,721,147 research outputs found

    Synthesis of fluorinated analogues of acyclic nucleosides as potential antiviral agents

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    In the search for more effective antiviralagentsnucleosides and nucleosideanalogues have been explored extensively. We report the synthesis of a number of acyclicanalogues of guanosine, adenosine, and uridine fluorinated at different sites of the acyclic moiety. All compounds have been obtained in optically pure form by condensing chloromethyl 1,3-disubstituted-2-propyl ethers, chloromethyl 1,3-disubstituted-2-butyl ethers, and 1-chloroethyl 1,3-disubstituted-2-propyl ethers with the desired bases. Open chain fluoroalcohols, needed as starting materials, have been made available by elaborating homochiral fluorinated β-ketosulphoxides. Difluorinated molecules were obtained by DAST treatment of sulphoxide intermediates. In the nucleosideanalogues one or two fluorine atoms are present at the positions corresponding to the 3′ and 5′ carbon atoms of the sugar molecule

    Optically pure and fluoro substituted acyclovir analogues

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    1′,2′-Seco-2′-nor-nucleosides carrying a fluorine atom, instead of hydroxyl group, on C-3′ are synthesized in enantiomerically pure form, starting from (2S)-1-fluoro-3-(R)-[(4-methylphenyl)sulfinyl]-2-propanol. The nucleosides , were synthesized in enantiomerically pure form starting from (2S,RS)-

    Synhtesis of enantiomerically pure 1',2'-seco-nucleosides and 1',2'-seco-2'-nor-nucleosides carrying fluorine and sulfur substituents

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    Eleven title nucleosides (6a-f, 8a-c, 11a,b) having the same chirality of natural products at the carbon mimiking C-4' and carrying a purine or pyrimidine base have been synthesized

    Homochiral 2,5-disubstituted 3-fluorotetrahydrofurans carrying differently functionalized ring appendages

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    With (R)-1-sulphinyl-3-fluoropropan-2-one (1) as starting material a multistep approach is described for the asymmetric synthesis of various 3-fluorotetrahydrofurans of type (7)–(12) which carry differently functionalized 2- and 5-methyl groups

    Electron impact mass spectrometry of hemiterpenoid tricyclic quinoline alkaloids

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    The mass spectral behaviour of some quinoline-type alkaloids, 3,4-dihydro-2H,5H-pyrano[3,2-c]quinolin-5-ones, isomeric 3,4-dihydro-2H,5H-pyrano[2,3-b]quinolin-5-ones and 2H,5H-pyrano[3,2-c]quinolin-5-ones, was studied in detail with the aid of linked scans, exact mass measurements and collisional spectrometry. The occurrence of a partial isomerization of the differently annulated isomers to a common, open-chain structure is discussed
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