e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron
Convenient synthesis of N 2-isobutyryl-2′-O-methyl guanosine by efficient alkylation of O 6-trimethylsilylethyl-3′, 5′-di-tert-butylsilanediyl guanosine
We present a novel route for the synthesis of N2-isobutyryl-2′-O-methyl guanosine, introducing 3′, 5′-di-tert-butylsilyl and O6-trimethylsilylethyl groups as efficient protections during the 2′-O-methylation step with NaH/CH3I. 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 ...