Tag: 331.3233

An efficient one-pot N-acylation of deoxy- and ribo-cytidine using carboxylic acids activated in situ with 2-chloro-4,6-dimethoxy-1,3,5-triazine was written by Rode, Ambadas B.;Son, Sang Jun;Hong, In Seok. And the article was included in Bulletin of the Korean Chemical Society in 2010.Related Products of 4836-13-9 This article mentions the following:

The authors describe their success in using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) for the in situ activation of carboxylic acid to synthesize N⁴-acetyl, benzoyl and phenoxy acetyl derivatives of cytidine and 2′-deoxycytidine. The acylation of the exocyclic amine was carried out in a one-step process. Instead of using acyl halides or anhydrides, this strategy involves the enhancement of the reactivity of the carbonyl group of the acid moiety using the 4,6-dimethoxy-1,3,5-triazine group. In standard procedures, first the CDMT reacts with N-Me morpholine (NMM) to form 4-(4,6-di- methoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, and then the carboxylic acid is added to generate an active ester. This resulting reaction mixture was further treated with a nucleoside to afford the N-acylated nucleoside. The byproducts, such as N-methylmorpholine hydrochloride and the triazine derivative were removed by aqueous work-up, and the desired N-acylated product was purified easily by silica gel column chromatog. To optimize the reaction condition, acetylation reactions of 2′-deoxycytidine were carried out in the different molar combinations of the acylating agent and in the different reaction temperature for the synthesis of N4-acetyl-2′-deoxycytidine. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Related Products of 4836-13-9).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.Related Products of 4836-13-9

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Pyrimidine-Purine and Pyrimidine Hetero-dinucleosides Synthesis Containing a Triazole Linkage was written by Lucas, R.;Elchinger, P. H.;Faugeras, P. A.;Zerrouki, R.. And the article was included in Nucleosides, Nucleotides & Nucleic Acids in 2010.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide This article mentions the following:

This article describes a synthetic route to generate two purine-pyrimidine and pyrimidine hetero-dinucleosides, e.g. I. Both microwave activated regioselective alkylation using hydride and copper-catalyzed-azide-alkyne-cycloaddition (CuAAC) were used in order to perform the synthesis. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthesis and properties of N,N-dibenzoylated deoxycytidine derivatives was written by Sekine, Mitsuo. And the article was included in Natural Product Letters in 1992.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide This article mentions the following:

Deoxycytidine derivatives dibenzoylated at their base moieties existed as equilibrium mixtures I and II, underwent unusually facile depurination upon treatment with 80% acetic acid. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Quality Control of N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The synthesis of partially-protected 2′-deoxyribonucleotide dimers by the selective phosphorylation of stannylated nucleosides was written by Kawana, Masajiro;Kuzuhara, Hiroyoshi. And the article was included in Bulletin of the Chemical Society of Japan in 1984.SDS of cas: 4836-13-9 This article mentions the following:

In the new method for the synthesis of the title compounds, the activation of the hydroxyl moieties of 5′-O-dimethoxytrityl and 3′,5′-unprotected 2′-deoxyribonucleosides, which were appropriately protected on their base residues, was done with (Bu₃Sn)₂O in sep. flasks. The resulting stannylated nucleosides were coupled with 2-chlorophenyl phosphorodichloridate to form the dimers with 3’→4′ internucleotide linkages in yields of more than 71%, along with the corresponding 3′ → 3′ isomers in yields of less than 10%. The method of Cashion et al. was also evaluated, in which up-to-date protecting groups were employed. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9SDS of cas: 4836-13-9).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.SDS of cas: 4836-13-9

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chemical synthesis of deoxyribonucleotide with a 5′-phosphoryl group on a polystyrene polymer support by the phosphotriester method was written by Tanaka, Toshiki;Yamada, Yasuki;Ikehara, Morio. And the article was included in Chemical & Pharmaceutical Bulletin in 1987.Synthetic Route of C16H17N3O5 This article mentions the following:

Highly lipophilic amines, e.g. Ph₃COCH₂CH₂NH₂ (I) and Ph₃COCH₂CH₂NHPh (II), were introduced onto a 5′-phosphoryl group and the stability of the phosphoramidate linkage to acid was studied at the diester level. It was found that the phosphoramidate linkage using II was cleaved by 80% aqueous AcOH within 1 h at room temperature However, it required 2 h to remove I from the phosphate. Using II, 5′-phosphorylated pentadecadeoxyribonucleotide pTCCAGGGTCTGGTAC was synthesized on a polystyrene support by the phosphotriester method. After partial deblocking, the pentadecamer containing II could be easily isolated on a reversed-phase column due to the high lipophilicity of the II-group. The 5′-phosphorylated pentadecamer synthesized was successfully joined by using DNA ligase in the presence of a template. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Synthetic Route of C16H17N3O5).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Synthetic Route of C16H17N3O5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chemical synthesis of deoxyribonucleotide with a 5′-phosphoryl group on a polystyrene polymer support by the phosphotriester method was written by Tanaka, Toshiki;Yamada, Yasuki;Ikehara, Morio. And the article was included in Chemical & Pharmaceutical Bulletin in 1987.Synthetic Route of C16H17N3O5 This article mentions the following:

Highly lipophilic amines, e.g. Ph₃COCH₂CH₂NH₂ (I) and Ph₃COCH₂CH₂NHPh (II), were introduced onto a 5′-phosphoryl group and the stability of the phosphoramidate linkage to acid was studied at the diester level. It was found that the phosphoramidate linkage using II was cleaved by 80% aqueous AcOH within 1 h at room temperature However, it required 2 h to remove I from the phosphate. Using II, 5′-phosphorylated pentadecadeoxyribonucleotide pTCCAGGGTCTGGTAC was synthesized on a polystyrene support by the phosphotriester method. After partial deblocking, the pentadecamer containing II could be easily isolated on a reversed-phase column due to the high lipophilicity of the II-group. The 5′-phosphorylated pentadecamer synthesized was successfully joined by using DNA ligase in the presence of a template. In the experiment, the researchers used many compounds, for example, N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9Synthetic Route of C16H17N3O5).

N-(1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide (cas: 4836-13-9) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Synthetic Route of C16H17N3O5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem