Tetrahedron letters

Lewis acid deprotection of silyl-protected oligonucleotides and base-sensitive oligonucleotide analogues

F Ferreira, JJ Vasseur, F Morvan

Index: Ferreira, Fernando; Vasseur, Jean-Jacques; Morvan, Francois Tetrahedron Letters, 2004 , vol. 45, # 33 p. 6287 - 6290

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Citation Number: 9

Abstract

Oligonucleotides protected with N-(trimethylsilylethoxycarbonyl)(Teoc) and P- (trimethylsilylethanol)(Tse) groups were synthesized and deprotected by a single ZnBr2 treatment. Teoc group stabilized dA against depurination. This strategy was applied to the synthesis of base-sensitive oligonucleotide prodrugs bearing S-acetyl-2-thioethyl (Sate) phosphotriesters.