1054635-79-8

Upstream product

• 75783-45-8 (3aR,5R,6aS)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-one 
• 191163-52-7 3-C-Allyl-1,2-di-O-acetyl-3,5-di-O-benzyl-D-ribofuranose 
• 191163-49-2 1-(3-C-allyl-3,5-di-O-benzyl-β-D-ribo-pentofuranosyl)thymine 
• 191163-53-8 1-(2-O-Acetyl-3-C-allyl-3,5-di-O-benzyl-β-D-ribofuranosyl)thymine 
• 191163-48-1 1,2-O-isopropylidene-3-C-(prop-1-en-3-yl)-3,5-di-O-benzyl-α-D-ribofuranose 
• 151426-67-4 1,2-O-isopropylidene-3-C-(prop-1-en-3-yl)-α-D-ribofuranose 
• 103931-45-9 5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose 
• 100-39-0 benzyl bromide 
• 98-59-9 p-toluenesulfonyl chloride 
• 199931-19-6 1-[3,5-Di-O-benzyl-3-C-(3-hydroxypropyl)-β-D-ribofuranosyl]thymine 

Downstream Products

• 201358-18-1 (1R,6R,7R,9R)-7-(4,4'-Dimethoxytrityloxymethyl)-6-hydroxy-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane 
• 199931-20-9 (1R,6R,7R,9R)-6-Benzyloxy-7-benzyloxymethyl-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane 

Relevant academic research and scientific papers

Synthesis of 2′-O,3′-C-linked bicyclic nucleosides and bicyclic oligonucleotides

The 3′-C-allyl furanose 4 has been used as a precursor for synthesis of the novel 2′-O,3′-C-linked bicyclic thymine nucleosides 15, 16, 20 and 25. The three bicyclic β-nucleosides 15, 20 and 25 have been incorporated into oligodeoxynucleotides. One of these nucleosides, dioxabicyclo[3.3.0]octane derivative 25, induces increased thermal stability of duplexes towards complementary RNA.

Synthesis and evaluation of novel oligodeoxynucleotides containing 3'- C-(3-benzoyloxypropyl)thymidine and bicyclo nucleoside derivatives

The stereoselective synthesis of 3'-C-Allyluridine derivative 2 has been accomplished. This nucleoside was used as a key synthon for the synthesis of oligodeoxynucleotides containing 3'-C-(3-benzoyloxypropyl)thymidine (X) or bicyclo nucleoside (Y+Z) monomers. Preliminary thermal experiments are reported.