104769-15-5

Basic information

• Product Name: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 5'-benzoate
• CAS NO: 104769-15-5
• Molecular Formula: C21H23N5O6
• Molecular Weight: 441.444
• Mol File: 104769-15-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 5'-benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 5'-benzoate(104769-15-5)
• EPA Substance Registry System: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 5'-benzoate(104769-15-5)

Safety Data

• Hazardous Substances Data: 104769-15-5(Hazardous Substances Data)

Upstream product

• 97-72-3 2-Methylpropionic anhydride 
• 98-88-4 benzoyl chloride 
• 961-07-9 2'-deoxyguanosine 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 68892-42-2 N-isobutyryl-2'-deoxyguanosine 
• 93-97-0 benzoic acid anhydride 
• 961-07-9 2'-Deoxyguanosine 
• 769-78-8 vinyl benzoate 
• 65-85-0 benzoic acid 

Downstream Products

• 173271-18-6 N2-isobutyryl-9-(5-O-benzoyl-2-deoxy-β-D-threo-pentofuranosyl)-guanine 
• 1085745-41-0 N2-sobutyryl-9-(5-O-benzoyl-2,3-dideoxy-β-D-threo-pentofuranosyl)-(N3->3')-cycloguanine 
• 121513-00-6 [(2R,3R,5R)-2-(hydroxymethyl)-5-[2-(2-methylpropanoylamino)-6-oxo-1H-purin-9-yl]tetrahydrofuran-3-yl] benzoate 
• 170236-40-5 [(2R,3R,5R)-2-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-5-[2-(2-methylpropanoylamino)-6-oxo- 1H-purin-9-yl]tetrahydrofuran-3-yl] benzoate 
• 170236-39-2 N-[9-[(2R,4R,5R)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-4-hydroxytetrahydrofuran-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide 
• 1085745-47-6 2-isobutyrylamino-9-(5-O-benzoyl-3'-azido-2',3'-dideoxy-β-D-erythro-pentofuranosyl)-6-(2,4,6-triisopropylsulfonyl)-9H-purine 
• 1085745-58-9 2-isobutyrylamino-9-(5'-O-benzoyl-3'-azido-2',3'-dideoxy-β-D-erythro-pentofuranosyl)-6-(5-hydroxypentyl)-9H-purine 
• 1085745-45-4 C₂₅H₃₁N₉O₅ 
• 1085745-54-5 2-isobutyrylamino-9-(5'-O-benzoyl-3'-azido-2',3'-dideoxy-β-D-erythro-pentofuranosyl)-6-N-methylallylamino-9H-purine 
• 1085745-50-1 2-isobutyrylamino-9-(5'-O-benzoyl-3'-azido-2',3'-dideoxy-β-D-erythro-pentofuranosyl)-6-allylamino-9H-purine 
• 143526-98-1 N2-isobutyryl-9-(3-azido-5-O-benzoyl-2,3-dideoxy-β-D-erythro-pentofuranosyl)-guanine 
• 1225463-30-8 5'-O-benzoyl-N₂-isobutyryl-3'-O-(4-methoxytetrahydropyranyl)-2'-deoxyguanosine 
• 1225463-31-9 5'-O-benzoyl-N₂-isobutyryl-3'-O-(tetrahydrofuranyl)-2'-deoxyguanosine 
• 719288-79-6 2-Amino-9-{(2R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-6-ol 

Relevant articles and documents

A mild, efficient and regioselective enzymatic procedure for 5′-O-benzoylation of 2′-deoxynucleosides

Lipase from Candida antarctica B catalyzes the selective monobenzoylation at the 5′-hydroxyl group of 2′-deoxynucleosides using vinyl benzoate as acyl transfer reagent in quantitative yields. The industrial suitability of this process via the reclaim and reuse of enzyme and vinyl benzoate has been demonstrated.

MODIFIED OLIGOMERIC COMPOUNDS AND USES THEREOF

The present disclosure provides oligomeric compounds comprising a modified oligonucleotide having at least one stereo-non-standard nucleoside.

Synthesis and evaluation of 3′-azido-2′,3′-dideoxypurine nucleosides as inhibitors of human immunodeficiency virus

Based on the promising drug resistance profile and potent anti-HIV activity of β-d-3′-azido-2′,3′-dideoxyguanosine, a series of purine modified nucleosides were synthesized by a chemical transglycosylation reaction and evaluated for their antiviral activity, cytotoxicity, and intracellular metabolism. Among the synthesized compounds, several show potent and selective anti-HIV activity in primary lymphocytes.