38716-29-9

Upstream product

• 23316-67-8 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl-1-carbonitrile 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 96779-79-2 2-<4(S)-benzoyloxy-5(R)-benzoyloxymethyl-4,5-dihydro-2-furyl>-6-methyl-4H-1,3-oxazin-4-one 
• 89578-32-5 3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazolo<4,3-a>pyrazin-8(7H)-one 
• 68797-11-5 8-amino-3-β-D-ribofuranosyl-1,2,4-triazolo<4,3-a>pyrazine 
• 38642-53-4 5-amino-2-(tri-O-benzoyl-α-D-arabinofuranosyl)-1(3)H-imidazole-4-carboxylic acid ethyl ester 
• 38748-40-2 5-amino-2-(tri-O-benzoyl-β-D-arabinofuranosyl)-1(3)H-imidazole-4-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

2-β-D-RIBOFURANOSYLBENZOXAZOLE FROM 2,5-ANHYDRO-D-ALLONOIMIDATE, AND 1,3-DIMETHYL-8-β-D-RIBOFURANOSYLXANTHINE FROM 2,5-ANHYDRO-D-ALLONO-THIOIMIDATES AND -DITHIOATES

The ability of imidates, thioimidates, and dithioates to react with o-aminophenol (2) and 5,6-diamino-1,3-dimethyluracil (6) was studied, using nonsaccharide model compounds, as well as saccharide derivatives.All of the model compounds gave 2-methylbenzoxazole, but only ethyl dithioacetate gave a purine derivative with 6.Methyl 2,5-anhydro-D-allonoimidate hydrochloride reacted with 2 to yield 2-β-D-ribofuranosylbenzoxazole, but failed to react with compound 6.On reaction with compound 6 such fully acylated thioimidates as ethyl and benzyl 2,5-anhydrotri-O-benzoyl- or tri-O-p-toluoyl-D-allonothioimidate hydrochloride yielded amidines that underwent aromatization of the furanose ring.Such monoacylated thioimidates as ethyl or benzyl 2,5-anhydro-6-O-benzoyl-D-allonothioimidate hydrochloride yielded, with compound 6, 8-(5-O-benzoyl-β-D-ribofuranosyl)-1,3-dimethylxanthine, without aromatization.Such dithioates as benzyl 2,5-anhydro-6-O-benzoyl-D-allonodithioate and ethyl 2,5-anhydrotri-O-benzoyl-D-allonodithioate were obtained by treating the corresponding thioimidate with H2S in pyridine.With compound 6, the first yielded 8-(5-O-benzoyl-β-D-ribofuranosyl)-1,3-dimethylxanthine, which afforded the free C-nucleoside 1,3-dimethyl-8-β-D-ribofuranosylxanthine on treatment with methanolic ammonia.

Biological activity and a modified synthesis of 8-amino-3-β-D-ribofuranosyl-1,2,4-triazolo[4,3-a]pyrazine, an isomer of formycin

A two-step synthesis of 8-amino-3-β-D-ribofuranosyl-1,2,4-triazolo[4,3-a]pyrazine (3), which is an isomer of formycin that resembles 3-deazaadenosine, is reported. Compound 3 is also described as being a very poor substrate for adenosine deaminase and bot