260439-76-7

Upstream product

• 459804-74-1 methyl 2-O,4-C-methylene-β-D-ribofuranoside 
• 260434-52-4 methyl 3-O-benzyl-5-O-(tert-butyldiphenylsilyl)-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranoside 
• 260434-51-3 methyl 2,3-O-benzylidene-5-O-(tert-butyldiphenylsilyl)-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranoside 
• 212970-66-6 methyl 5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-4-(p-toluenesulfonyloxymethyl)-2,3-O-isopropylidene-β-D-ribofuranoside 
• 212970-67-7 methyl 5-O-(tert-butyldiphenylsilyl)-4-(p-toluenesulfonyloxymethyl)-β-D-ribofuranoside 
• 212970-65-5 methyl 5-O-(tert-butyldiphenylsilyl)-4-(hydroxymethyl)-2,3-O-isopropylidene-β-D-ribofuranoside 
• 260434-54-6 methyl 3-O-benzyl-2-O,4-C-methylene-β-D-ribofuranoside 
• 219854-37-2 methyl 3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranoside 
• 223591-10-4 (2R,3S,4S)-3-benzyloxy-4-benzyloxymethyl-2-formyl-4-hydroxytetrahydrofuran 
• 100-52-7 benzaldehyde 
• 55797-67-6 ((3aS,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4,4-diyl)dimethanol 
• 260439-74-5 5-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-2-(methylthio)oxazole 

Downstream Products

• 260439-77-8 5-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)oxazole 

Relevant academic research and scientific papers

Effective synthesis of C-nucleosides with 2′,4′-BNA modification

The effective synthesis of some C-nucleosides with 2′-O,4′-C-methylene bridged nucleic acid (2′,4′-BNA) modification was accomplished by using the coupling reaction of a tetrahydrofurancarbaldehyde 1 with the magnesium or lithium derivatives of aromatic heterocycles followed by the Mitsunobu cyclization. Moreover, it was clearly shown by 1H NMR spectra and X-ray crystallography that the sugar conformation in the synthesized C-nucleosides, independent of the nucleobases, was fixed in N-form.

Triplex formation by an oligonucleotide containing conformationally locked C-nucleoside, 5-(2-O,4-C-methylene-β-D-ribofuranosyl)oxazole

The triplex-forming ability of oligonucleotide analogues containing conformationally locked C-nucleosides, 5(2-O,4-C-methylene-β-D- ribofuranosyl)oxazole or its 2-phenyl congener, towards a purine sequence of duplex DNA with a single C.G base pair interru