Tsuyoshi Mukobata, Yosuke Ochi, Yuji Ito
2010
Citations
0
Influential Citations
5
Citations
Journal
Bioorganic & medicinal chemistry letters
Abstract
A convenient method for the synthesis of N(2)-dimethylaminomethylene-2'-O-methylguanosine (1), which is a useful intermediate for oligonucleotide construction, was developed. We chose the di-tert-butylsilyl group and the triisopropylbenzenesulfonyl group as sugar and base protecting groups, respectively. These protecting groups were stable during the 2'-O-methylation step with MeI and NaH. Our six-step synthesis of 1 is easy to perform using commercially available reagents, and requires only three chromatographic purifications. Compound 1 was obtained in 56% yield from guanosine.