O'Mahony Gavin, Svensson Sara, Sundgren Andreas, Grøtli Morten
Department of Chemistry, Medicinal Chemistry, Göteborg University, Göteborg, Sweden.
Nucleosides Nucleotides Nucleic Acids. 2008 May;27(5):449-59. doi: 10.1080/15257770802086880.
A reliable and efficient protocol for the synthesis of 2 '-([1,2,3]triazol-1-yl)-2 '-deoxyadenosine derivatives from vidarabine is presented. Vidarabine was converted to 2'-azido-2'-deoxy-3',5-O-(tetraisopropyldisiloxane-1,3-diyl)-adenosine. This azide was used as the starting material for the Cu(I)-catalyzed parallel synthesis of 1,2,3-triazoles using a variety of alkynes. The reactions proceeded in good yield and gave almost exclusively the 1,4-disubstituted 1,2,3-triazoles.
本文介绍了一种从阿糖腺苷合成2'-([1,2,3]三唑-1-基)-2'-脱氧腺苷衍生物的可靠且高效的方法。阿糖腺苷被转化为2'-叠氮基-2'-脱氧-3',5-O-(四异丙基二硅氧烷-1,3-二基)-腺苷。该叠氮化物用作起始原料，通过铜(I)催化，与多种炔烃平行合成1,2,3-三唑。反应产率良好，几乎只生成1,4-二取代的1,2,3-三唑。
