115094-43-4

Basic information

• Product Name: 2'-O-(4-Methylphenylsulfonyl)-5'-O-(tert-butyldimethylsilyl)adenosine
• Synonyms: 2'-O-(4-Methylphenylsulfonyl)-5'-O-(tert-butyldimethylsilyl)adenosine;4-Methylbenzenesulfonic acid 5'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-deoxyadenosin-2'-yl ester
• CAS NO: 115094-43-4
• Molecular Formula: C₂₃H₃₃N₅O₆SSi
• Molecular Weight: 535.69
• Mol File: 115094-43-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2'-O-(4-Methylphenylsulfonyl)-5'-O-(tert-butyldimethylsilyl)adenosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-O-(4-Methylphenylsulfonyl)-5'-O-(tert-butyldimethylsilyl)adenosine(115094-43-4)
• EPA Substance Registry System: 2'-O-(4-Methylphenylsulfonyl)-5'-O-(tert-butyldimethylsilyl)adenosine(115094-43-4)

Safety Data

• Hazardous Substances Data: 115094-43-4(Hazardous Substances Data)

Upstream product

• 69304-45-6 3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine 
• 58-61-7 adenosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 863591-95-1 6-di-N,N-3'-O-triacetyl-5'-O-tert-butyldimethylsilyl-2'-O-tosyladenosine 
• 42776-78-3 2'-O-tosyladenosine 
• 69530-93-4 5'-(O-tert-butyldimethylsilyl)adenosine 

Downstream Products

• 184297-12-9 Toluene-4-sulfonic acid (2R,3R,5S)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester 
• 210689-29-5 N-Benzoyl-N-[9-((2R,4S,5R)-4-fluoro-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-benzamide 
• 863591-95-1 6-di-N,N-3'-O-triacetyl-5'-O-tert-butyldimethylsilyl-2'-O-tosyladenosine 
• 184297-07-2 Toluene-4-sulfonic acid (2R,3R,4R,5R)-2-(6-amino-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-phenoxythiocarbonyloxy-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Nucleic acid related compounds. 127. Selective N-deacylation of N,O-peracylated nucleosides in superheated methanol

Solutions of peracylated adenosine, cytidine, and related nucleoside derivatives undergo selective N-deacylation upon heating at elevated temperatures (oil bath ≥ 105 °C) in methanol. An increase in the bulk of the N-acyl group has little effect on the rate of N-deacylation but increases the N/O selectivity ratio. Extended heating is required for N-deacylation with arylcarboxylic acid derivatives. Contamination with acidic or basic reagent residues is avoided.

Synthetic Approaches towards Nucleocidin and Selected Analogues; anti-HIV Activity in 4'-Fluorinated Nucleoside Derivatives

Nucleocidin 1 has been synthesised from the adenosine derivative 4 via the intermediacy of the dihalogeno compound 9.The latter compound showed slight but significant activity against HIV-infected cells while the isomer 10 and the monohalogeno compound 60 were inactive.Synthetic approaches towards other 4'-fluorinated nucleoside derivatives are also described.The epimeric 4'-fluorinated nucleosides 26 and 27 displayed similar activity against HIV-infected cells to that observed for the dihalogenated compound 9.