Naturalproductman’s Blog

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(2′R)-2′-Deoxy-2′-C-methyluridine Synthesis

Posted by naturalproductman on December 6, 2010

Sebastian Lemaire and co-workers at Johnson and Johnson Pharmaceuticals have published in JOC on an approach to synthesize a methylated nucleotide from uridine – the trick is to selectively protect the 3′ and 5′ alcohols simultaneously using a TIPDS (1,3-(1,1,3,3)-tetraisopropyldisiloxanylidene) protecting group, which will leave the 2′ hydroxy mostly unprotected.

methyl

 

JOC paper

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