948838-16-2

Upstream product

• 948838-13-9 methyl 3,5-di-O-benzyl-2-O-(4-tert-butylbenzoyl)-2-C-β-ethoxymethyl-α-D-ribofuranoside 
• 66-22-8 uracil 
• 100-44-7 benzyl chloride 
• 1824-96-0 methyl ribofuranoside 
• 80795-53-5 (2S,3R,4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxytetrahydrofuran-3-ol 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-D-ribofuranoside 
• 885592-69-8 (2S,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one 

Downstream Products

• 948838-18-4 3',5'-di-O-benzyl-2'-C-β-ethoxymethyluridine 

Relevant academic research and scientific papers

Efficient synthesis of methyl 3,5-di-O-benzyl-α-D-ribofuranoside and application to the synthesis of 2′-C-β-alkoxymethyluridines

Methyl 3,5-di-O-arylmethyl-α-D-ribofuranosides have been used extensively as synthons to construct 2'-C-branched ribonucleosides. Herein, we describe efficient access to methyl 3,5-di-O-arylmethyl-α-D- ribofuranosides (aryl: 2-ClC6H4, 3-ClC6H 4, 4-ClC6H4, 4-BrC6H4, 2,4-Cl2C6H3, Ph) in 72-82% yields from methyl D-ribofuranoside. We also demonstrate efficient access to the versatile precursor methyl 3,5-di-O-benzyl-α-D-ribofuranoside (3f) and the synthesis of 2′-C-β-methoxymethyl- and 2′-C-β-ethoxymethyluridine in six steps from 3f with overall yields of 18% and 32%, respectively.