Chow Suetying, Wen Ke, Sanghvi Yogesh S, Theodorakis Emmanuel A
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0358, USA.
Nucleosides Nucleotides Nucleic Acids. 2003 May-Aug;22(5-8):583-7. doi: 10.1081/NCN-120021959.
An improved strategy for the synthesis of 2'-O-methyl-guanosine (6) and 2'-MOE-guanosine (8) is reported. The regioselectivity of the alkylation was attained using a novel silicon-based protecting group, methylene-bis (diisopropyl-silylchloride) (MDPSCl2, 2). The alkylation proceeded in a chemoselective manner using NaHMDS as the base and MeCl or MOE-Br as the appropriate electrophiles.
