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

被引:12
作者
Ferreira, F [1 ]
Vasseur, JJ [1 ]
Morvan, F [1 ]
机构
[1] Univ Montpellier 2, CNRS, UMR 5625, Lab Chim Organ Biomol Synth, F-34095 Montpellier 5, France
基金
澳大利亚研究理事会;
关键词
silyl protecting group; DNA; Teoc; Tse; Sate;
D O I
10.1016/j.tetlet.2004.06.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oligonucleotides protected with N-(trimethylsilyiethoxycarbonyl) (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. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6287 / 6290
页数:4
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