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Issue 23, 1994
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New and convenient protection system for pseudouridine, highly suitable for solid-phase oligoribonucleotide synthesis

Abstract

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.

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Article type: Paper
DOI: 10.1039/P19940003423
J. Chem. Soc., Perkin Trans. 1, 1994, 3423-3429

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

    U. Pieles, B. Beijer, K. Bohmann, S. Weston, S. O'Loughlin, V. Adam and B. S. Sproat, J. Chem. Soc., Perkin Trans. 1, 1994, 3423
    DOI: 10.1039/P19940003423

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