Synthesis of analogues of oligonucleotides; synthesis of unprotected C-linked di-and tri-nucleotides

BJ Mellor, EJ Thomas

Index: Mellor, Ben J.; Thomas, Eric J. Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 4 p. 747 - 757

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Citation Number: 2

Abstract

The Wittig reaction between the N-benzyloxymethylthymidine-derived ylide 25 and the aldehyde 16 followed by hydrogenolysis gives access to the unprotected C-linked dinucleotide 20 on a multi-gram scale. Oxidation of the dinucleotide gives the aldehyde 27 which is condensed with the ylide 25 to give the unprotected bis-C-linked trinucleotide 29 after hydrogenolysis. The mono-C-linked trinucleotide 44 is prepared by oxidation of the ...