Kawakami, Hiroshi; Ebata, Takashi; Koseki, Koshi; Matsumoto, Katsuya; Matsushita, Hajime; Naoi, Yoshitake; Itoh, Kazuo published their research in Heterocycles on December 1 ,1991. The article was titled 《Synthesis of 2′,3′-didehydro-2′,3′-dideoxynucleosides utilizing coupling reactions between nucleic bases and phenylthio-substituted 2,3-dideoxyribose》.Formula: C17H16N2O5 The article contains the following contents:
Stereoselectivities in coupling reactions between silylated pyrimidine bases I (X = O, R = H, Me; X = NAc, R = H) and 3- or 2-α-phenylthio-2,3-dideoxyribose derivatives, e.g., II (R1 = Cl, OAc) and III, resp., was examined In the former case, no stereoselectivities were observed when the coupling reactions were performed either with 1-chloro sugar in an SN2 mode or in the presence of Lewis acids as catalyst in an SN1 mode. Coupling reaction with 2-α-phenylthio-2,3-dideoxyribose in the presence of Lewis acids, especially SnCl4, proceeded with good stereoselectivity to give anomeric mixtures of nucleosides, e.g. IV, α:β = 1:9. All these nucleosides were converted to 2′,3′-didehydro-2′,3′-dideoxynucleosides, such as V, by oxidation to sulfoxides followed by thermal elimination of sulfenic acid. In the experimental materials used by the author, we found ((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate(cas: 122567-97-9Formula: C17H16N2O5)
((2S,5R)-5-(5-Methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2,5-dihydrofuran-2-yl)methyl benzoate(cas: 122567-97-9) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Formula: C17H16N2O5
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia