Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about The synthesis of anti-fixed 3-methyl-3-deaza-2′-deoxyadenosine and other 3H-imidazo[4,5-c]pyridine analogs.SDS of cas: 18232-91-2.
Rotation of a heterocyclic base around a glycosidic bond allows the formation of syn and anti conformations in nucleosides. The syn conformation has been observed primarily in purine-purine mismatches in DNA duplexes. Such mismatches give rise to false pos. oligonucleotide hybridization in DNA-based diagnostics. Here the authors describe the synthesis of an analog of 2′-deoxyadenosine that retains its Watson-Crick functional groups, but cannot form the syn conformation. In this analog, the N3 atom of 2′-deoxyadenosine is replaced by a C-CH3 group to give 7-methyl-1-β-D-deoxyribofuranosyl-1H-imidazo[4,5-c]pyridin-4-ylamine or 3-methyl-3-deaza-2′-deoxyadenosine (3mddA). This modification sterically prevents the syn conformation and 3mddA becomes an anti-fixed nucleoside analog of 2′-deoxyadenosine. The synthesis and conformational anal. of 3mddA and several analogs with an 3H-imidazo[4,5-c]pyridine skeleton are described, as well as their potential applications.
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Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica