Synthesis of novel homo-N-nucleoside analogs composed of a homo-1,4-dioxane sugar analog and substituted 1,3,5-triazine base equivalents.
Enantioselective syntheses from dimethyl tartrate of 1,3,5-triazine homo-N-nucleoside analogs, containing a 1,4-dioxane moiety replacing the sugar unit in natural nucleosides, were accomplished. The triazine heterocycle in the nucleoside analogs was further substituted with combinations of NH(2), OH and Cl in the 2,4-triazine positions.
Yu
Qiang
Q
Department of Chemistry, Norwegian University of Science and Technology (NTNU), N-7491 Trondheim, Norway.
Schwidom
Dirk
D
Exner
Alexander
A
Carlsen
Per
P
D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry; D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry; D014498:Uracil / Q000737:chemistry
D002241:Carbohydrates; D004146:Dioxanes; D009705:Nucleosides; D014227:Triazines; D014498:Uracil; C025223:1,4-dioxane