1258432-04-0

Basic information

• Product Name: 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose
• Synonyms: 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose
• CAS NO: 1258432-04-0
• Molecular Weight: 499.358
• Mol File: 1258432-04-0.mol

Chemical Properties

• CAS DataBase Reference: 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose(1258432-04-0)
• EPA Substance Registry System: 1α-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose(1258432-04-0)

Safety Data

• Hazardous Substances Data: 1258432-04-0(Hazardous Substances Data)

Upstream product

• 584-12-3 2-bromofuran 
• 4330-34-1 methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose 
• 78185-65-6 1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranose 

Downstream Products

• 1258432-03-9 1β-(5-bromofuran-2-yl)-1,2-dideoxy-3,5-di-O-p-toluoyl-D-ribofuranose 

Relevant articles and documents

Modular synthesis of 5-substituted furan-2-yl C-2'-deoxyribonudeosides and biaryl covalent base-pair analogues

A modular and efficient synthesis of 5-(hetero)arylfuran C2′-deoxyribonucleosides was developed. Friedel-Crafts Cglycosidation of 2-bromofuran with toluoyl-protected methyl 2′-deoxyribofuranoside in the presence of BF3.Et2O gave 5bromofuran C-nucleosides, which were used as key intermediates for Stille or Suzuki coupling with (hetero)arylstannanes or boronic acids to afford a series of 5-(hetero)arylfuran C-nucleosides. 5-Boronofuran C-nucleoside was pre-pared by the Suzuki coupling of bromofuran with bis(pinacolatodiboron) or by Ir-catalyzed C-H borylation of furan and was used for cross-coupling with 5-bromoheteroaryl C-nucleosides to furnish novel covalent analogues of nucleoside pairs. The title 5-arylfuran C-nucleosides possess interesting fluorescence properties that may be applicable for fluorescent labeling of biomolecules.