166411-39-8Relevant articles and documents
1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-L-erythro-pentofuranose, a convenient precursor for the stereospecific synthesis of nucleoside analogues with the unnatural β-L-configuration
Mathe, Christophe,Imbach, Jean-Louis,Gosselin, Gilles
, p. 226 - 229 (1999)
The title compound 1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-L-erythro- pentofuranose (5), a useful precursor for the stereospecific synthesis of β- L-nucleoside analogues as potential antiviral agents, has been synthesised by a multi-step reaction sequence from L-xylose with a 38% overall yield. The preparation involved conversion of L-xylose to 1,2-O-isopropylidene-α-L- xylofuranose which, upon selective 5-O-benzoylation and subsequent radical deoxygenation, provided the protected 3-deoxy sugar derivative. Finally, cleavage of the acetonide group gave the resulting 5-O-benzoyl-3-deoxy-L- erythro-pentose which was acetylated to afford crystalline α,β-5. (C) 2000 Elsevier Science Ltd.
Tetrofuranose nucleoside phosphonic acids: Synthesis and properties
Polakova, Ivana,Budesinsky, Milos,Tocik, Zdenek,Rosenberg, Ivan
experimental part, p. 503 - 536 (2011/12/04)
New isoelectronic, non-isosteric phosphonate analogues of nucleoside 5'-phosphates featuring the phosphorus moiety directly attached on the sugar ring in the C4' position are described. The analogues were synthesised by a nucleosidation reaction from tetr
Enantioselective total syntheses of slagenins A-C and their antipodes
Jiang, Biao,Liu, Jia-Feng,Zhao, Sheng-Yin
, p. 2376 - 2384 (2007/10/03)
Full details of the total syntheses of slagenins A-C (1a-c) and their antipodes (2a-c), novel bromopyrrole alkaloids with a unique tetrahydrofuro[2,3-d]imidazolidin-2-one moiety, are described in which their absolute stereochemistry was established. The key step in the syntheses involves the efficient condensation of dihydrofuran-3-one or glyoxal with urea to construct the slagenin bicycle core.