Synthesis of 3-deaza-3-nitro-2'-deoxyadenosine.
Photoactivable deoxyadenosine mimic, 3-deaza-3-nitro-2'-deoxyadenosine (2), was prepared using two different synthetic routes. The first route involved base catalyzed glycosylation of 3-deaza-3-nitroadenine, which was prepared by regioselective nitration of 3-deazaadenine. In the second route, the convertible nucleoside 6-O-(2,4,6-trimethylphenyl)-3-deaza-2'-deoxyadenosine (28) was used to introduce 6-NH2 group in the last step.
Crey-Desbiolles
Caroline
C
LEDSS-UMR5616 associé au CNRS, BP53, Université Joseph Fourier, 38041 Grenoble, France.
Kotera
Mitsuharu
M
D000225:Adenine / Q000031:analogs & derivatives / Q000737:chemistry; D003839:Deoxyadenosines / Q000138:chemical synthesis* / Q000737:chemistry*; D006031:Glycosylation; D015394:Molecular Structure
C492391:3-nitro-3-deaza-2'-deoxyadenosine; D003839:Deoxyadenosines; C055133:3-deazaadenine; D000225:Adenine