115459-50-2Relevant articles and documents
A Stereocontrolled Synthesis of 1,3,6-Tri-O-benzoyl-α-D-ribofuranose
Brodfuehrer, Paul R.,Sapino, Chester,Howell, Henry G.
, p. 2597 - 2598 (1985)
The synthesis of a valuable carbohydrate intermediate, 1,3,5-tri-O-benzoyl-α-D-ribofuranose (4), has been achieved in a convenient, one-step process from commercially available 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (7).
Synthesis of novel 6-substituted thymine ribonucleosides and their 3′-fluorinated analogues
Bozhok, Tatyana S.,Sivets, Grigorii G.,Baranovsky, Alexander V.,Kalinichenko, Elena N.
, p. 6518 - 6527 (2016/09/23)
Nine novel 6-fluorothymine nucleoside analogues of both N(1)-α/β and N(3)-β-ribo series were prepared by the Vorbrüggen method starting from persilylated 6-fluorothymine and 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose, 1-O-acetyl-2,5-di-O-benzoyl-3-deoxy-3-fluoro-α,β-D-ribofuranose or 1,2,3,5-tetra-O-benzoyl-β-D-ribofuranose and its α-anomer. Protected N(3)-β-D-ribofuranosides were prepared as sole products in high yields at room temperature. A mixture of benzoylated N(1)-β- and α-anomeric ribonucleosides was obtained at lower temperatures. Yields of β-anomers and stereoselectivities (β:α=2.2/4.5:1) of the condensation reactions depended on reaction conditions and the structure of the glycosylating agent. Debenzoylation of 6-fluorothymine N(1)- or N(3)-β-D-ribofuranosides and their 3′-fluorodeoxy analogues by LiOH monohydrate in MeCN/H2O resulted in the corresponding fluorinated nucleosides in good yields, whereas the deprotection of N(1)-α-ribofuranosides under the same conditions unexpectedly yielded 6,2′-O-α-D-anhydronucleosides. 6-Substituted (OMe, NH2) thymine β-ribonucleosides were prepared by the treatment of protected N(1)-β-D-ribosides with nucleophilic agents.
2'-FLUORO-4'-SUBSTITUTED NUCLEOSIDES, THE PREPARATION AND USE
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Page/Page column 11, (2010/05/13)
The present invention provides 2'-fluorine-4'-substituted-nucleoside analogues or their pro-drugs or 5'-phosphate esters (including the pro-drugs of the 5'-phosphate esters), preparation methods and uses thereof. The compounds have the general formula as follows: wherein: R = CH3, CH, N3, C≡CH; R' = H, F; X = F, OH, NH2; Y = H, CH3, F, OH, NH2 The compounds are used in the synthesis of drugs for the treatment of virus infection, especially for the treatment of HBV, HCV or HIV infection.