PARTIAL PROTECTION OF CARBOHYDRATE-DERIVATIVES .31. AN EFFICIENT METHOD FOR THE SYNTHESIS OF [4-N-15]CYTIDINE, 2'-DEOXY[4-N-15]CYTIDINE, [6-N-15]ADENOSINE, AND 2'-DEOXY[6-N-15]ADENOSINE DERIVATIVES
K. Kamaike et al., PARTIAL PROTECTION OF CARBOHYDRATE-DERIVATIVES .31. AN EFFICIENT METHOD FOR THE SYNTHESIS OF [4-N-15]CYTIDINE, 2'-DEOXY[4-N-15]CYTIDINE, [6-N-15]ADENOSINE, AND 2'-DEOXY[6-N-15]ADENOSINE DERIVATIVES, Nucleosides & nucleotides, 15(1-3), 1996, pp. 749-769
Nucleophilic substitution reactions of -azolyl-1-beta-D-ribofuranosyl-
pyrimidin-2(1H)-one and 6-azolyl-9-beta-D-ribofuranosyl-9H-purine deri
vatives, which were converted from uridine and inosine, with [N-15]pht
halimide in the presence of triethylamine or DBU gave N-4-phthaloyl[4-
N-15]cytidine and N-6-phthaloyl[6-N-15]- adenosine derivatives, respec
tively, in high yields. Similar reactions of those azolyl derivatives
with succinimide afforded N-4-succinylcytidine and N-6-succinyladenosi
ne derivatives in high yields. The corresponding 2'-deoxyribonucleosid
es were also synthesized efficiently through the same procedure.