Chan, Joseph H.;Chamberlain, Stanley D.;Biron, Karen K.;Davis, Michelle G.;Harvey, Robert J.;Selleseth, Dean W.;Dornsife, Ronna E.;Dark, Ernest H.;Frick, Lloyd W.;Townsend, Leroy B.;Drach, John C.;Koszalka, George W. published 《Synthesis and evaluation of a series of 2′-deoxy analogues of the antiviral agent 5,6-dichloro-2-isopropylamino-1-(β-L-ribofuranosyl)-1H-benzimidazole (1263W94)》. The research results were published in《Nucleosides, Nucleotides & Nucleic Acids》 in 2000.Reference of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate The article conveys some information:
A series of 2′-deoxy analogs of the antiviral agent 5,6-dichloro-2-isopropylamino-1-(β-L-ribofuranosyl)-1H-benzimidazole (1263W94) were synthesized and evaluated for activity against human cytomegalovirus (HCMV) and for cytotoxicity. The 2-substituents in the benzimidazole moiety correspond to those that were used in the 1263W94 series. In general, as was found in the 1263W94 series, cyclic and branched alkylamino groups were needed for potent activity against HCMV. Three analogs were as potent as 1263W94. Further evaluation of two analogs suggested that these 2′-deoxy analogs may act via a novel mechanism of action similar to that of 1263W94. These 2′-deoxy analogs generally lacked cytotoxicity in vitro. Pharmacokinetic parameters in mice and protein binding properties of one of the analogs (I) were quite similar to 1263W94. However, the oral bioavailability of I was only half of that observed for 1263W94. The experimental procedure involved many compounds, such as (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate (cas: 144490-03-9) .
(2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate(cas:144490-03-9 Reference of (2R,3S,4S,5S)-5-(Acetoxymethyl)tetrahydrofuran-2,3,4-triyl triacetate) is an isomer of 1,2,3,5-Tetra-O-acetyl β-D-Ribofuranose (T283100) which is used in the synthesis of 3-(β-D-ribofuranosyl)-2,3-dihydro-6H-1,3-oxazine-2,6-dione, a new pyrimidine nucleoside analog related to uridine.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem