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Synthesis of the Phosphoramidite Derivatives of 2‘-Deoxy-2‘-C-α-methylcytidine and 2‘-Deoxy-2‘-C-α-hydroxymethylcytidine:  Analogues for Chemical Dissection of RNA's 2‘-Hydroxyl Group

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journal contribution
posted on 2004-07-09, 00:00 authored by Nan-Sheng Li, Joseph A. Piccirilli
Oligonucleotides containing 2‘-C-α-methyl and 2‘-C-α-hydroxymethyl modifications enable strategies for delineation of the distinctive role fulfilled by the 2‘-hydroxyl group in RNA structure and function. Synthetic routes to the phosphoramidite derivatives of 2‘-deoxy-2‘-C-α-methylcytidine (14%, 15 steps) and 2‘-deoxy-2‘-C-α-hydroxymethylcytidine (19%, 10 steps) from methyl 3,5-di-O-(4-chlorobenzyl)-α-d-ribofuranoside are developed.