258505-11-2

Upstream product

• 124482-92-4 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine 
• 258505-09-8 (3'S,5'R,6'R)-1-{2'-deoxy-5'-O-[(4,4'-dimethoxytriphenyl)methyl]-6'-(trifluoroacetamido)-3',5'-ethano-β-D-ribofuranosyl}thymine 
• 239808-67-4 4,4’-dimethoxytrityl trifluoromethanesulfonate 
• 258505-00-9 N-{(1R,3S,5S,7R,8R)-8-{[(tert-butyl)dimethylsilyl]oxy}-5-hydroxy-3-methoxy-2-oxabicyclo[3.3.0]octan-7-yl}-2,2,2-trifluoroacetate 
• 258505-07-6 (3'S,5'R,6'R)-1-[2'-deoxy-6'-(trifluoroacetamido)-3',5'-ethano-β-D-ribofuranosyl]thymine 
• 258505-03-2 (3'S,5'R,6'R)-1-{5'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-6'-(trifluoroacetamido)-3',5'-ethano-β-D-ribofuranosyl}thymine 

Relevant academic research and scientific papers

Nucleic-acid analogs with restricted conformational flexibility in the sugar-phosphate backbone ('bicyclo-DNA'). Synthesis and properties of oligodeoxynucleotides containing [(3'S,5'S,6'R)-6'-amino-2'-deoxy-3',5'- ethano-β-D-ribofuranosyl]thymine (= (6'R)

We describe the synthesis of the acetamido- and trifluoroacetamido- functionalized bicyclo-thymidines 11 and 12, starting from the silyl enol ether 1, in 6 steps. These nucleosides were converted to the corresponding cyanoethyl phosphoramidite building bl