201358-16-9

Upstream product

• 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 
• 75783-45-8 (3aR,5R,6aS)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-one 
• 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 

Downstream Products

• 207568-77-2 1-{(2R,3R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-hydroxy-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 
• 207568-86-3 1-((3aR,4R,6R,6aS)-3a-Benzyloxy-4-benzyloxymethyl-6a-hydroxy-hexahydro-furo[3,4-b]furan-6-yl)-5-methyl-1H-pyrimidine-2,4-dione 
• 207568-79-4 1-{(2R,4R,5R)-4-Benzyloxy-5-benzyloxymethyl-4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3-oxo-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione 

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.