MDPSCL2: a new protecting group for chemoselective synthesis of 2'-O-alkylated guanosines |
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| Authors: | Chow Suetying Wen Ke Sanghvi Yogesh S Theodorakis Emmanuel A |
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| Affiliation: | Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093-0358, USA. |
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| Abstract: | 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. |
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