84828-97-7

Usage

Uses

Used in Organic Chemistry Research:
1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione is used as a research compound in organic chemistry for studying its chemical properties and potential applications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione is used for investigating its potential as a drug candidate. Its unique structure and composition may contribute to various pharmacological activities, which can be further explored for the development of new therapeutic agents.
Used in Drug Development:
1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione may have potential applications in drug development due to its complex structure and the presence of multiple functional groups. Further research is needed to fully understand its properties and explore its potential uses in the development of new drugs.

Upstream product

• 69304-38-7 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 75-18-3 dimethylsulfide 
• 288103-32-2 1-((2R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-oxo-2-phenylselanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 58-96-8 uridine 
• 107271-91-0 1-((2R,3R,3aR,9aR)-3-Hydroxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione 
• 16535-78-7 1-(β-D-xylofuranosyl)uracil 

Downstream Products

• 114262-46-3 1-<2-C-(2-phenylethynyl)-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-arabinofuranosyl>uracil 
• 288103-32-2 1-((2R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-oxo-2-phenylselanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione 
• 288103-31-1 1-((2S,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-oxo-2-phenylselanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1H-pyrimidine-2,4-dione 
• 1256490-38-6 [3-¹³C]-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)-3-trideuteromethyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)dione 
• 1256490-44-4 [4-¹³C]-(2S)-isopropyl 2-(((((2R,3R,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-trideuteromethyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 188413-98-1 1-((2R,3R,4R,5R)-3-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 1051395-31-3 1-((2R,3S,4R,5R)-3-ethynyl-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 
• 1567899-65-3 C₂₃H₂₈N₃O₁₀P 
• 1610022-14-4 C₂₇H₃₄N₃O₁₁P 
• 1610022-17-7 C₃₁H₃₆N₄O₁₄P₂ 
• 1610022-18-8 C₂₁H₂₄N₃O₁₀P 
• 1610022-30-4 (2R,3S,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methylene-2-(((triisopropylsilyl)oxy)methyl)tetrahydrofuran-3-yl ((perfluorobenzoyl)oxy)carbamate 
• 1616261-96-1 1-[(5R,6R,8R,9S)-9-hydroxy-2-oxo-8-[(triphenylmethoxy)methyl]-7-oxa-1-azaspiro[4.4]nonan-6-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione 
• 1616261-88-1 1-[(1R,2R,3aR,9aS)-5'-oxo-6,6,8,8-tetrakis(propan-2-yl)-hexahydrospiro[furo[3,2-f][1,3,5,2,4]trioxadisilocine-1,2-pyrrolidine]-2-yl]-2-oxo-1,2-dihydropyrimidin-4-yl 2,4,6-tris(propan-2-yl)benzene-1-sulfonate 

Relevant academic research and scientific papers

A double-headed nucleotide with two cytosines: DNA with condensed information and improved duplex stability

Double-headed nucleotide monomers are capable of condensing the genetic information of DNA. Herein, a double-headed nucleotide with two cytosine bases (CC) is constructed. The additional cytosine is connected through a methylene linker to the 2

Synthesis and biological evaluation of a novel β-D-2′-deoxy-2′-α-fluoro-2′-β-C-(fluoromethyl)uridine phosphoramidate prodrug for the treatment of hepatitis C virus infection

A novel β-D-2′-deoxy-2′-α-fluoro-2′-β-C-(fluoromethyl)uridine phosphoramidate prodrug (1) has been synthesized. This compound exhibits submicromolar-level antiviral activity in vitro against HCV genotypes 1b, 1a, 2a, and S282T replicons (EC50 = 0.18–1.13 μM) with low cytotoxicity (CC50 > 1000 μM). Administered orally, prodrug 1 is well tolerated at doses of up to 4 g/kg in mice, and produces a high level of the corresponding triphosphate in rat liver.

Highly diastereoselective synthesis of (2'S)-[2'-2H]-2'- deoxyribonucleosides from the corresponding ribonucleosides

The four (2'S)-[2'-2H]-2'-deoxynucleosides (>90 atom % 2H), were synthesized from the corresponding ribonucleosides involving six steps of reactions, i.e., oxidation of their 2'-hydroxyl group, stereoselective reductive deuteration of the resulting 2'-ketonucleoside intermediates with NaB2H4 in EtOH-H2O or EtOH, triflation, bromination with LiBr, highly stereoselective Bu3SnH-Et3B reduction of the resulting bromide, and, finally, unmasking.

Synthesis of dinucleotides with 2′-C to phosphate connections by ring-closing metathesis

Four different nucleosides with olefinic 2′-modifications were prepared; 2′-C-methylene, 2′-C-(propen-1-yl), 2′-C-allyl and 2′-O-allyl uridines, respectively. These were incorporated into dinucleotides with allyl phosphate or vinyl phosphonate linkages. Hence, six different dinucleotides were studied as substrates for RCM reactions, and from four of these, cyclic dinucleotides with connections between 2′-C and phosphorus of 3-6 atoms were obtained.

Nucleosides and Nucleotides. 102. Stereoselective Radical Deoxygenation of Tert-Propargyl Alcohols in Sugar Moiety of Pyrimidine Nucleosides: Synthesis of 2'-C-Alkynyl-2'-Deoxy-1-β-D-Arabinofuranosylpyrimidines

Synthesis of the title compounds can be achieved by nucleophilic addition of lithium salts of TMSacetylene and 1-hexyne to 2'-ketouridine followed by radical deoxygenation of the corresponding methoxyaryl ester.Key Words: radical deoygenation; propargyl alcohol; ethynyl substituent; acetylene

Novel intramolecular aminohydroxylation toward the syntheses of 2′-amino-2′-ethynyl nucleosides

Syntheses of both 2′-amino-2′-ethynyl guanosine and uridine, using an intramolecular aminohydroxylation reaction as the key step, are described. The corresponding 5′-O-triphosphates of the aforementioned nucleosides were obtained and the inhibitory activity was subsequently evaluated against the hepatitis C virus NS5B polymerase.

Base-Pairing Properties of Double-Headed Nucleotides

Nucleotides that contain two nucleobases (double-headed nucleotides) have the potential to condense the information of two separate nucleotides into one. This presupposes that both bases must successfully pair with a cognate strand. Here, double-headed nucleotides that feature cytosine, guanine, thymine, adenine, hypoxanthine, and diaminopurine linked to the C2′-position of an arabinose scaffold were developed and examined in full detail. These monomeric units were efficiently prepared by convergent synthesis and incorporated into DNA oligonucleotides by means of the automated phosphoramidite method. Their pairing efficiency was assessed by UV-based melting-temperature analysis in several contexts and extensive molecular dynamics studies. Altogether, the results show that these double-headed nucleotides have a well-defined structure and invariably behave as functional dinucleotide mimics in DNA duplexes.

Novel 2'-uridine azide and synthetic method thereof

The invention discloses novel 2'-uridine azide and a synthetic method thereof. The structural formula of the compound is as shown in specification, and reaction steps of the synthetic method of the novel 2'-uridine azide are as shown in specification. The

Novel 2'-fluorouracil nucleoside and synthetic method

The invention discloses a novel 2'-fluorouracil nucleoside and a synthetic method. A structural general formula of a compound is shown as the specification, and the synthetic method comprises the following steps in the specification. The synthesis method

Structure-activity relationship of uridine-based nucleoside phosphoramidate prodrugs for inhibition of dengue virus RNA-dependent RNA polymerase

To identify a potent and selective nucleoside inhibitor of dengue virus RNA-dependent RNA polymerase, a series of 2′- and/or 4′-ribose sugar modified uridine nucleoside phosphoramidate prodrugs and their corresponding triphosphates were synthesized and evaluated. Replacement of 2′-OH with 2′-F led to be a poor substrate for both dengue virus and human mitochondrial RNA polymerases. Instead of 2′-fluorination, the introduction of fluorine at the ribose 4′-position was found not to affect the inhibition of the dengue virus polymerase with a reduction in uptake by mitochondrial RNA polymerase. 2′-C-ethynyl-4′-F-uridine phosphoramidate prodrug displayed potent anti-dengue virus activity in the primary human peripheral blood mononuclear cell-based assay with no significant cytotoxicity in human hepatocellular liver carcinoma cell lines and no mitochondrial toxicity in the cell-based assay using human prostate cancer cell lines.