104769-15-5

Upstream product

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

Downstream Products

• 1225463-31-9 5'-O-benzoyl-N₂-isobutyryl-3'-O-(tetrahydrofuranyl)-2'-deoxyguanosine 
• 1225463-30-8 5'-O-benzoyl-N₂-isobutyryl-3'-O-(4-methoxytetrahydropyranyl)-2'-deoxyguanosine 
• 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 
• 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 
• 121513-00-6 Benzoic acid (2R,3R,5R)-5-(6-hydroxy-2-isobutyrylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 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 

Relevant academic research and scientific papers

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. An oligomeric compound comprising a modified oligonucleotide consisting of 12-30 linked nucleosides, wherein at least one nucleoside of the modified oligonucleotide is a stereo-non-standard nucleoside; and wherein the oligomeric compound is selected from among an RNAi compound, a modified CRISPR compound, and an artificial mRNA compound.

MODIFIED OLIGOMERIC COMPOUNDS AND USES THEREOF

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

Chemoenzymatic synthesis of 3′-O-acetal-protected 2′-deoxynucleosides as building blocks for nucleic acid chemistry

We have developed a simple and convenient synthetic strategy for the preparation of tetrahydropyranyl, 4-methoxy-tetrahydropyranyl, and tetrahydrofuranyl ethers of 2′-deoxynucleosides, which are useful building blocks for nucleic acid chemistry. Enzymatic benzoylation provides an efficient alternative for protecting the 5′-hydroxy group of the parent nucleosides in a regioselective manner. Subsequently, tetrahydropyranylation and tetrahydrofuranylation of the 2′-deoxynucleosides at the 3′-hydroxy group were accomplished with p-toluensulfonic acid, MgBr2, or camphorsulfonic acid as catalysts. Deprotection of the 5′-O-benzoyl group furnished 3′-O-acetal-protected 2′-deoxynucleosides. The three-step process is expected to enable the large-scale synthesis of protected nucleosides.

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.

3'-AZIDO PURINE NUCLEOTIDE PRODRUGS FOR TREATMENT OF VIRAL INFECTIONS

The present invention is directed to compounds, compositions and methods for treating or preventing viral infections, in particular, HIV, and HBV, in human patients or other animal hosts. The compounds are 3'-azido-2',3'-dideoxy purine monophosphates, and pharmaceutically acceptable, salts, prodrugs, and other derivatives thereof. In particular, the compounds show potent antiviral activity against HIV-1 and HBV.

AZIDO PURINE NUCLEOSIDES FOR TREATMENT OF VIRAL INFECTIONS

The present invention is directed to compounds, compositions and methods for treating or preventing viral infections, in particular, HIV, HBV, and HCV, in human patients or other animal hosts. The compounds are 3'-azido-2',3'-dideoxy purine nucleosides or

Deoxynucleic guanidine: Synthesis and incorporation of purine nucleosides into positively charged DNG oligonucleotides

The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2′-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-p

Synthesis and application of 3′-amino-dye-terminators for dna sequencing

The synthesis of 3′-aminomodified nucleoside 5′-triphosphates and their coupling with oligoaminoacid-linked dyes is described. Application for DNA dye-terminator sequencing was investigated. Copyright 1997 by Marcel Dekker, Inc.

Oligonucleotide N3P5' phosphoramidates: triplex DNA formation

Modified oligonucleotides 3''-NHP(O)(O -)O-5'' phosphoramidates were synthesized on a solid phase support. The phosphoramidate analogs were found to have significantly increased resistance toward phosphodiesterase digestion. Thermal dissociation experimen