The synthesis of (1'S,2'S,4'R) and (1'S,2'R,4'R) stereoisomers of 2'-fluoro-3'-thiacytidine [(2' S)-F-3TC and (2' R)-F-3TC], the earliest examples of oxathiolanyl nucleosides with a fluorine atom in the 'sugar' backbone, is herein reported. From of a variety of synthetic routes devised for their preparation, the Pummerer rearrangement of protected lamivudine sulfoxides was successfully exploited for fluorine atom introduction. Despite the presence of three potentially labile stereocenters in such a small molecule, the (2'R)-isomer of F-3TC exhibited good chemical stability after protective group cleavage. Conversely, the (2'S)-epimer suffered from weak stability, owing to the formation of an undesired cyclization product. Based on the remar...
The key intermediate 6-amino-7-iodo-7-deazapurine 3'-deoxy-3'-fluororibonucleoside was synthesized u...
Radiolabeled fluorinated nucleosides are currently being used as a positron emission tomography (PET...
In the search for effective, selective, and nontoxic antiviral and antitumor agents, a variety of st...
The synthesis of (1'S,2'S,4'R) and (1'S,2'R,4'R) stereoisomers of 2'-fluoro-3'-thiacytidine [(2' S)-...
In the search for more effective antiviralagentsnucleosides and nucleosideanalogues have been explor...
Fluorinated nucleoside analogues have attracted much attention as anticancer and antiviral agents an...
Nucleoside analogues are a vital class ofcompounds that are used in the treatment of AIDS and other ...
The 3-deoxy-3-fluoro-6-S-(2-S-pyridyl)-6-thio-β-D-glucopyranosyl nucleoside analogs 7 were prepared ...
Nucleoside analogues constitute almost half of today’s major anticancer and antiviral therapeutics. ...
Nucleoside analogues represent an historically accomplished class of antiviral drug. Notwithstanding...
A new series of 3'-C-trifluoromethyl- and 3'-C-methyl-β-d-allopyranonucleosides of 5-fluorouracil an...
Upon reacting 3',4'-unsaturated cytosine (8 and 9) and adenine nucleosides (13 and 14) with XeF2/BF3...
The combined use of silanes (Et3SiH or PMHS) and I2 as novel N-glycosidation reagents for the synthe...
Dans le premier chapitre de cette thèse, nous nous sommes intéressés aux virus de l'immunodéficience...
Novel nucleoside analogues of both D and L enantiomeric series were prepared by coupling reaction be...
The key intermediate 6-amino-7-iodo-7-deazapurine 3'-deoxy-3'-fluororibonucleoside was synthesized u...
Radiolabeled fluorinated nucleosides are currently being used as a positron emission tomography (PET...
In the search for effective, selective, and nontoxic antiviral and antitumor agents, a variety of st...
The synthesis of (1'S,2'S,4'R) and (1'S,2'R,4'R) stereoisomers of 2'-fluoro-3'-thiacytidine [(2' S)-...
In the search for more effective antiviralagentsnucleosides and nucleosideanalogues have been explor...
Fluorinated nucleoside analogues have attracted much attention as anticancer and antiviral agents an...
Nucleoside analogues are a vital class ofcompounds that are used in the treatment of AIDS and other ...
The 3-deoxy-3-fluoro-6-S-(2-S-pyridyl)-6-thio-β-D-glucopyranosyl nucleoside analogs 7 were prepared ...
Nucleoside analogues constitute almost half of today’s major anticancer and antiviral therapeutics. ...
Nucleoside analogues represent an historically accomplished class of antiviral drug. Notwithstanding...
A new series of 3'-C-trifluoromethyl- and 3'-C-methyl-β-d-allopyranonucleosides of 5-fluorouracil an...
Upon reacting 3',4'-unsaturated cytosine (8 and 9) and adenine nucleosides (13 and 14) with XeF2/BF3...
The combined use of silanes (Et3SiH or PMHS) and I2 as novel N-glycosidation reagents for the synthe...
Dans le premier chapitre de cette thèse, nous nous sommes intéressés aux virus de l'immunodéficience...
Novel nucleoside analogues of both D and L enantiomeric series were prepared by coupling reaction be...
The key intermediate 6-amino-7-iodo-7-deazapurine 3'-deoxy-3'-fluororibonucleoside was synthesized u...
Radiolabeled fluorinated nucleosides are currently being used as a positron emission tomography (PET...
In the search for effective, selective, and nontoxic antiviral and antitumor agents, a variety of st...