50909-47-2

Upstream product

• 70832-64-3 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 
• 6974-32-9 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 

Downstream Products

• 58214-53-2 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl isothiocyanate 
• 73978-96-8 2,4-Bis(benzyloxy)-7-oxo-8-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-7,8-dihydropteridine 
• 73978-90-2 4-Benzyloxy-2-oxo-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyloxy)-1,2-dihydropteridin 
• 73978-89-9 2,4-Bis(benzyloxy)-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyloxy)pteridin 

Relevant academic research and scientific papers

A novel, simple cyclocondensation reaction towards glycosyl triazines

Sugars bearing an isothiocyanate moiety at C-1 react with diazadienium iodide to afford glycosyl triazines that represent, through an easy cyclocondensation reaction step, a flexible entry to different nucleoside analogues. We herein demonstrate that this [4+2] cycloaddition reaction occurs with total regiocontrol and good yields. Subsequent transformation of the thiocarbonyl into a carbonyl, and nucleophilic substitution of the methylsulfanyl group by ammonia, yields the 5-azacytidine analogues. All compounds were fully characterised by IR, HRMS, and 13C and 1H NMR (COSY, HMBC and HMQC). Georg Thieme Verlag.

Improved Syntheses of Halofuranose Derivatives with the Desired α-Configuration

Chlorination of ribofuranose or 2-deoxyribofuranose derivatives was carried out in a 1,4-dioxane solution of hydrogen chloride. This improved procedure allowed the syntheses of 1-chloro-α-D-ribofuranose and 1-chloro-2-deoxy-α-D-ribofuranose derivatives and offered ease of handling, high yield, and the stereo-controlled α-configuration at C-1.