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