Preparation of New Nucleoside Analogues from 3,6-Anhydrosugars
Titel:
Preparation of New Nucleoside Analogues from 3,6-Anhydrosugars
Auteur:
Serrano, Jose A. Jimenez, M. Roman, Emilio
Verschenen in:
Journal of carbohydrate chemistry
Paginering:
Jaargang 16 (1997) nr. 7 pagina's 1051-1059
Jaar:
1997-09-01
Inhoud:
2-(3,6-Anhydro-2-deoxy-a-D-glucofuranosylamino)pyridine (2α), 1-N,3-N-(o-phenylene)-2-deoxy-α-D-allofuranosylamine (4) and 2-(2,5-anhydro-1-deoxy-D-arabino-pentitol-1-yl)benzimidazole (8) were synthesized by reaction of 2-aminopyridine or o-phenylenediamine with 3,6-anhydro-2-deoxy-D-glucose. Formation of compound (4) is explained through a Michael-type addition of the o-phenylenediamine on the intermediate α,β-unsaturated carbohydrate aldehyde (7).