22224-42-6

Basic information

• Product Name: α-D-2-O-acetyl-1,3,5-tri-O-benzoylribofuranoside
• Synonyms: α-D-2-O-acetyl-1,3,5-tri-O-benzoylribofuranoside
• CAS NO: 22224-42-6
• Molecular Weight: 504.493
• Mol File: 22224-42-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: α-D-2-O-acetyl-1,3,5-tri-O-benzoylribofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: α-D-2-O-acetyl-1,3,5-tri-O-benzoylribofuranoside(22224-42-6)
• EPA Substance Registry System: α-D-2-O-acetyl-1,3,5-tri-O-benzoylribofuranoside(22224-42-6)

Safety Data

• Hazardous Substances Data: 22224-42-6(Hazardous Substances Data)

Upstream product

• 532-31-0 silver benzoate 
• 75-36-5 acetyl chloride 
• 22224-41-5 1,3,5-tri-O-benzoyl-α-D-ribofuranoside 
• 108-24-7 acetic anhydride 
• 98796-65-7 O¹,O³,O⁵-Tribenzoyl-β-D-ribofuranose 
• 4348-68-9 2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide 
• 7473-42-9 methyl tri-O-benzoyl-α-D-arabinofuranoside 
• 10323-20-3 D-Arabinose 
• 7473-41-8 O¹,O³,O⁵-Tribenzoyl-β-D-arabinofuranose 

Downstream Products

• 303041-38-5 N²-acetyl-2'-O-acetyl-3',5'-di-O-benzoylguanosine 
• 188754-56-5 2'-O-acetyl-3',5'-di-O-benzoyl-N⁶-benzoyladenosine 
• 23583-55-3 1-(2-O-acetyl3,5-O-dibenzoyl-β-D-ribofuranosyl)-4-methoxy-2-pyrimidone 
• 188754-55-4 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-ribofuranosyl)-5-methyluracil 
• 303041-37-4 1-(2-O-acetyl-3,5-di-O-benzoyl-β-D-ribofuranosyl)adenine 
• 303041-55-6 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-D-erythro-pentofuranosyl)-4-methoxy-2-pyrimidone 
• 7057-33-2 3'-deoxycytidine 
• 143653-60-5 2'-O-acetyl-5'-O-benzoyl-3'-deoxy-5-methyluridine 
• 71080-18-7 1,2-di-O-acetyl-3,5-di-O-benzoyl-β-D-ribofuranoside 

Relevant articles and documents

Stereocontrolled Syntheses of Deoxyribonucleosides via Photoinduced Electron-Transfer Deoxygenation of Benzoyl-Protected Ribo- and Arabinonucleosides

The stereocontrolled, de novo syntheses of β-2′-deoxy-, α-2′-deoxy-, β-3′-deoxy-, and β-2′,3′-dideoxyribonucleosides are described. Strategically protected ribose, arabinose, and xylose glycosylation precursors were synthesized bearing C2-esters capable of directing Vorbrueggen glycosylation. The key step is the regioselective deoxygenation of the desired hydroxyl group as either the benzoyl- or 3-(trifluoromethyl)benzoyl derivative. This deoxygenation is accomplished via a photoinduced electron-transfer (PET) mechanism using carbazole derivatives as the photosensitizer. The syntheses of the desired deoxynucleoside generally proceed in three steps from a common, readily available precursor.