361344-49-2

Upstream product

• 175355-17-6 1-[3'-Deoxy-6'-O-(4,4'-dimethoxytrityl)-β-D-psicofuranosyl]uracil 
• 361344-44-7 1-[1',4'-di-O-benzyl-3'-deoxy-6'-O-(4,4'-dimethoxytrityl)-β-D-psicofuranosyl]uracil 
• 361344-47-0 1-[1',4'-di-O-benzyl-3'-deoxy-5'-C-methanesulfonyloxymethyl-6'-O-methanesulfonyl-β-D-psicofuranosyl]uracil 
• 361344-46-9 1-[1',4'-di-O-benzyl-3'-deoxy-5'-C-hydroxymethyl-β-D-psicofuranosyl]uracil 
• 361344-45-8 1-[1',4'-di-O-benzyl-3'-deoxy-β-D-psicofuranosyl]uracil 

Downstream Products

• 361344-50-5 (1S,5R,6S)-6-benzyloxy-5-benzyloxymethyl-1-(uracil-1-yl)-3,8-dioxabicyclo[3.2.1]octane 
• 361344-53-8 (1S,5R,6S)-5-(4,4'-dimethoxytrityloxymethyl)-6-hydroxy-1-(uracil-1-yl)-3,8-dioxabicyclo[3.2.1]octane 
• 361344-51-6 (1S,5S,6S)-6-benzyloxy-5-hydroxymethyl-1-(uracil-1-yl)-3,8-dioxabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

Novel bicyclic nucleoside analogue (1S,5S,6S)-6-hydroxy-5-hydroxymethyl-1-(uracil-1-yl) -3,8-dioxabicyclo[3.2.1]octane: Synthesis and incorporation into oligodeoxynucleotides

The novel bicyclic nucleoside (1S,5S,6S)-6-hydroxy-5-hydroxymethyl-1-(uracil-1-yl)-3,8-dioxabicyclo-[3.2.1] octane[2′-deoxy-1′-C,4′-C-(2-oxapropano)uridine] (15), expected to be restricted into an O4′-endo furanose conformation, was synthesized from the known 1-(3′-deoxy-β-D-psicofuranosyl)uracil 5. The phosphoramidite derivative of 15 was successfully incorporated into oligodeoxynucleotides using standard methods, and thermal denaturation studies showed moderate decreases in duplex stabilities of -2.1 and -1.5 °C per modification toward complementary DNA and RNA, respectively.