"New and convenient protection system for pseudouridine, highly suitable for solid-phase oligoribonucleotide synthesis "

Uwe Pieles , Barbro Beijer , Kerstin Bohmann , Susan Weston , Samantha O'Loughlin , Viviane Adam and Brian S. Sproat

Published 1994-01-01 in J. Chem. Soc. volume 3423-3429 .

Pubmed ID: -
DOI identifier: 10.1039/P19940003423

The pivaloyloxymethyl (Pom) group has been used simultaneously to protect both nitrogens in the uracil ring system of pseudouridine. This enabled the synthesis of a 2′-O-[1-(2-fluorophenyl)-4-methoxypiperidin-4-yl]-protected (Fpmp protected) pseudouridine building block suitable for solidphase oligoribonucleotide synthesis by the phosphoramidite method as well as a useful 2′-O-methylpseudouridine building block. Both compounds were incorporated in high yield into synthetic oligonucleotides, the Pom groups being cleaved during an extended deblock with ammonia.

Entry added on: 2012-05-31 10:43:29.061252, by a user: mark