201738-28-5

Upstream product

• 50938-69-7 Tri-O-benzoyl-D-xylofuranosylchlorid 
• 333-20-0 potassium thioacyanate 
• 5432-87-1 1,2,3,5-tetra-O-benzoyl-α-D-xylofuranose 
• 16162-35-9 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-xylofuranose 
• 55781-64-1 2,3,5-tri-O-benzoyl-D-xylofuranosyl bromide 

Relevant academic research and scientific papers

An Efficient Route to Pyrimidine Nucleoside Analogues by [4 + 2] Cycloaddition Reaction

We report here an efficient synthesis for pyrimidine nucleoside analogues by [4 + 2] cycloaddition reaction. These compounds were obtained by convergent chemistry from glycosyl isothiocyanates 3a-f (pyranoses, furanoses, and dissaccharides) and diazadienium salt 5. In fact, diazapentadienium iodide 5 prepared from vinylthioamide 4 is an efficient intermediate in heterocyclic synthesis and reacts with isothiocyanates 3a-f affording β-D-uracil analogues 7a-f in good yields and with total regiocontrol. All compounds were fully characterized by IR, HRMS, and 13C and 1H NMR (COSY and HMQC).

Facile synthesis of glycofuranosyl isothiocyanates

Peracylated glycofuranosyl isothiocyanates are obtained under smooth conditions starting from the corresponding glycosyl chloride by reaction with potassium thiocyanate in anhydrous acetone at room temperature, classical conditions for the synthesis of gl