Ivan Zlatev, J. Vasseur, F. Morvan
Nov 5, 2007
Citations
0
Influential Citations
8
Citations
Journal
Tetrahedron
Abstract
Abstract We present a novel route for the synthesis of N 2 -isobutyryl-2′- O -methyl guanosine, introducing 3′,5′-di- tert -butylsilyl and O 6 -trimethylsilylethyl groups as efficient protections during the 2′- O -methylation step with NaH/CH 3 I. These protections were then removed simultaneously in a single step with TBAF. The eight-step synthesis is easy to perform, employing convenient commercially available reagents; crude mixtures are of satisfying purity, so only three chromatography purifications were required. Title compound was obtained in 25% overall yield from guanosine.