期刊
TETRAHEDRON LETTERS
卷 45, 期 52, 页码 9529-9531出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.10.151
关键词
oligoribonucleotide; chemical synthesis; protecting group
A novel method for the synthesis of oligoribonucleotides using 1-(2-cyanoethoxy)ethyl (CEE) as a 2'-hydroxy protecting group has been developed. A CEE group was introduced to the 2'-position of N-acyl-3',5'-O-silyl-protected ribonucleosides under acidic conditions in good yields. The 2'-O-CEE group was found to be stable in an aqueous or ethanolic ammonia and was quickly removed by treatment with anhydrous tetrabutylammonium fluoride (TBAF). A combination of the use of N-acyl and 2'-O-CEE protecting groups enabled a reliable and complete two-step deprotection, first with NH3-EtOH, then with TBAF in THF, without cleavage of internucleotidic linkages. (C) 2004 Elsevier Ltd. All rights reserved.
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