Synthesis of N,N-dialkylaniline-2'-deoxyuridine conjugates for DNA-mediated electron transfer studies.
Syntheses of two analogs of deoxyuridine with N,N-dialkylaniline chromophores are reported. 5-[3-(N-methylphenylamino)propanoyl]-2'-deoxyuridine (1) and 5-[2-(4-N,N-dimethylaminophenyl)ethyl)]-2'-deoxyuridine (2) are prepared by palladium-mediated coupling. Preparation of 2 was facilitated by in situ transient O4-trimethylsilyl protection during alkynylation which suppressed secondary cyclization of the coupling adduct.
Kerr
C E
CE
Georgia State University Chemistry Dept., Atlanta, GA 30303, USA.
Eaton
B E
BE
Netzel
T L
TL
D018736:DNA Adducts / Q000138:chemical synthesis*; D004579:Electron Transport; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry
D018736:DNA Adducts; D010165:Palladium