85079-00-1

Usage

Uses

Used in Pharmaceutical Industry:
N6-Benzoyl-2'-O-Methyl-adenosine is used as a key intermediate in the synthesis of oligonucleotides for various pharmaceutical applications. Its unique chemical modifications allow for the creation of oligonucleotides with enhanced stability and specificity, which can be crucial in the development of targeted therapies and diagnostic tools.
Used in Research and Development:
In the field of molecular biology and genetics, N6-Benzoyl-2'-O-Methyl-adenosine serves as an essential component in the production of specialized oligonucleotides used in research. These modified oligonucleotides can be employed in various techniques such as site-directed mutagenesis, RNA interference, and the study of gene expression, providing valuable insights into biological processes and potential therapeutic targets.
Used in Production of Bicyclic Phosphoramidite Oligonucleotides:
N6-Benzoyl-2'-O-Methyl-adenosine is specifically used in the production of oligonucleotides from bicyclic phosphoramidite. This method allows for the creation of highly stable and reactive oligonucleotides that can be used in a variety of applications, including the development of new drugs, diagnostic tests, and research tools. The use of N6-Benzoyl-2'-O-Methyl-adenosine in the synthesis process contributes to the enhanced properties of the resulting oligonucleotides, making them more effective and versatile in their intended uses.

Upstream product

• 186581-53-3 diazomethane 
• 4546-55-8 N-benzoyladenosine 
• 18968-50-8 1-[6-methoxy-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro-[2,3-d][1,3]dioxol-5-yl]-(1R)-ethane-1,2-diol 
• 60855-35-8 6-benzoylamino-9-trimethylsilylpurine 
• 97219-09-5 3',5'-O-(Di-tert-butylsilanediyl)adenosine 
• 58-61-7 adenosine 
• 401813-06-7 9-(2,2-di-tert-butyl-7-methoxy-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl)-9H-purin-6-ylamine 
• 2140-79-6 2'-O-methyl adenosine 
• 98-88-4 benzoyl chloride 

Downstream Products

• 110764-72-2 N⁶-benzoyl-5'-(4,4'-dimethoxytrityl)-O^2'-methyladenosine 
• 198703-54-7 N-(9-{(2R,3R,4R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-formyl-3-methoxy-tetrahydro-furan-2-yl}-9H-purin-6-yl)-benzamide 
• 199581-45-8 Thiocarbonic acid O-{(2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-tetrahydro-furan-3-yl} ester O-(3-tert-butyl-phenyl) ester 
• 1417910-09-8 N₆-benzoyl-5-O-levulinyl-2-O-methyladenosine 

Relevant academic research and scientific papers

S-ANTIGEN TRANSPORT INHIBITING OLIGONUCLEOTIDE POLYMERS AND METHODS

Various embodiments provide STOPS? polymers that are S-antigen transport inhibiting oligonucleotide polymers, processes for making them and methods of using them to treat diseases and conditions. In some embodiments the STOPS? modified oligonucleotides include an at least partially phosphorothioated sequence of alternating A and C units having modifications as described herein. The sequence independent antiviral activity against hepatitis B of embodiments of STOPS? modified oligonucleotides, as determined by HBsAg Secretion Assay, is an EC50 that is less than 100 nM.

Synthesis of 2'-O-substituted ribonucleosides.

An efficient synthesis of 2'-O-substituted ribonucleosides, including 2'-O-TBDMS and 2'-O-TOM protected as well as 2'-O-Me and 2'-O-allyl derivatives is presented. Di-t-butylsilylene group was employed for simultaneous protection of 3'- and 5'- hydroxyl functions of nucleoside on the first step. Subsequent silylation or alkylation of free 2'-OH followed by introduction of suitable protection on the base moiety and removal of cyclic silyl protection gave target compounds in a high yield.

Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives

The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-O-silyl, 2′OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.

Methods for synthesizing nucleosides, nucleoside derivatives and non-nucleoside derivatives

The present invention provides methods for the chemical synthesis of nucleosides and derivatives thereof, including 2′-amino, 2′-N-phthaloyl, 2′-O-methyl, 2′-O-silyl, 2′-O-triisopropylsilyloxymethyl, 2′-OH nucleosides, C-nucleosides, nucleoside phosphoramidites, C-nucleoside phosphoramidites, and non-nucleoside derivatives.

Alternate approaches to the synthesis of 2'-O-Me nucleosides

Three different approaches to the synthesis of 2'-O-methyl nucleosides starting from the corresponding nucleoside or commercially available 1,2:5,6-di-O-isopropylidene-α-D-allofuranose 1 are described.