95740-18-4

Upstream product

• 98-88-4 benzoyl chloride 
• 83546-42-3 FEAU 
• 97614-44-3 2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide 
• 31167-05-2 2,4-bis-trimethylsilyloxy-5-ethylpyrimidine 
• 97614-43-2 1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose 
• 4212-49-1 5-ethyluracil 

Downstream Products

• 95740-17-3 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethylcytosine 
• 95740-19-5 C₂₅H₂₃FN₂O₆S 
• 83546-42-3 FEAU 

Relevant academic research and scientific papers

Antiviral Nucleosides. A Stereospecific, Total Synthesis of 2'-Fluoro-2'-deoxy-β-D-arabinofuranosyl Nucleosides

A general, total synthesis of (2'-fluoro-2'-deoxy-β-D-arabinofuranosyl)uracils 1a-d is described.A study of the coupling reaction beetwen 3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide (7) and silylated pyrimidines 11a-d has resulted in a high overall yield for the five-step stereospecific synthesis of β-nucleosides.

Nitrogen glycosylation reactions involving pyrimidine and purine nucleoside bases with furanoside sugars

Different approaches for the synthesis of nucleoside analogs (potential HIV inhibitors) are described. Starting from a suitably substituted furanose ring, it is demonstrated that a high facial stereocontrol of the glycosylation reaction can be effected. Different reaction conditions including Lewis acid promoted, S(N)2 displacement and some enzymatic methodologies for the stereoselective synthesis of these compounds are reviewed.

Nucleosides. 133. Synthesis of 5-alkenyl-1-(2-deoxy-2-fluoro- β-D-arabinofuranosyl)cytosines and related pyrimidine nucleosides as potential antiviral agents

The synthesis of 1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosines with a halovinyl (8 and 9) or vinyl (10) substituent at C-5 was accomplished from the corresponding 5-iodo (FIAC, 1) and/or 5-chloromercuri (5) nucleoside analogues with use of Li2/