A convenient synthesis of N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deoxyribonucleoside and 1-methyl-2'-deoxypseudoisocytidine.
The syntheses of N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deoxyribonucleoside and 1-methyl-2'-deoxypseudoisocytidine via Heck coupling are described. A survey of the attempts to use the Heck coupling to synthesize N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deoxyribonucleoside is provided, indicating a remarkable diversity in outcome depending on the specific heterocyclic partner used.
Wellington
Kevin W
KW
CSIR Biosciences, Pinelands, Modderfontein, South Africa.
Ooi
Hua Chee
HC
Benner
Steven A
SA
D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D003853:Deoxyribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
C550096:1-methyl-2'-deoxypseudoisocytidine; D003853:Deoxyribonucleosides; C550095:N,N'-dibenzyl-2,4-diaminopyrimidine-2'-deoxyribonucleoside; D011741:Pyrimidine Nucleosides; D003841:Deoxycytidine