189151-47-1

Upstream product

• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 33746-39-3 3-O-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 156742-37-9 (R)-1-[(3aR,5R,6R,6aR)-6-(allyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 158895-35-3 3-O-Allyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 67737-48-8 methyl 5-benzyloxy-β-D-ribofuranoside 
• 106-95-6 allyl bromide 
• 67-56-1 methanol 

Downstream Products

• 205191-96-4 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 
• 2592-42-9 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose 

Relevant academic research and scientific papers

Synthesis of methyl 2-O-allyl-(and 3-O-allyl-)5-O-benzyl-β-D-ribofuranoside

D-Ribose was converted into methyl 5-O-benzyl-β-D-ribofuranoside and this, on tin-mediated allylation, gave a mixture of the 2-O-allyl and 3-O-allyl derivatives which were separated by chromatography. The more polar isomer was characterised as the 3-O-allyl derivative after conversion via 3-O-allyl-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose (which was also synthesised from 3-O-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose) into the known 5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose. Methyl 3-O-allyl-5-O-benzyl-β-D-ribofuranoside was converted into methyl 2-O-allyl-5-O-benzyl-β-D-ribofuranoside via methyl 2-O-allyl-5-O-benzyl-3-O(prop-1-enyl)-β-D-ribofuranoside.