108008-65-7

Basic information

• Product Name: methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside
• Synonyms: methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside
• CAS NO: 108008-65-7
• Molecular Weight: 537.867
• Mol File: 108008-65-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside(108008-65-7)
• EPA Substance Registry System: methyl 2,3,5-tri-O-(4-chlorobenzyl)-β-D-ribofuranoside(108008-65-7)

Safety Data

• Hazardous Substances Data: 108008-65-7(Hazardous Substances Data)

Upstream product

• 532-20-7 D-Ribose 
• 1824-96-0 methyl ribofuranoside 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Downstream Products

• 108008-66-8 methyl 3,5-di-O-(4-chlorobenzyl)-α-D-ribofuranoside 
• 108008-67-9 methyl 2-O-acetyl-3,5-di-O-(4-chlorobenzyl)-α-D-ribofuranoside 
• 108008-68-0 methyl 2-O-acetyl-3,5-di-O-(4-chlorobenzyl)-β-D-ribofuranoside 
• 108008-69-1 methyl 3,5-di-O-(4-chlorobenzyl)-2-O-<(trifluoromethyl)sulfonyl>-α-D-ribofuranoside 
• 108008-70-4 methyl 2-azido-3,5-di-O-(4-chlorobenzyl)-2-deoxy-α-D-arabinofuranoside 

Relevant articles and documents

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.

An Efficient Synthesis of Partially Protected α-D-Ribofuranosides from D-Ribose by Way of a Unique Selective Debenzylation Reaction

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