68892-41-1Relevant articles and documents
A Simple High Yield Synthesis of N2-(2-Methylpropanoyl)-2'-deoxyguanosine
McGee, Danny P. C.,Martin, John C.,Webb, Austin S.
, p. 540 - 541 (1983)
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A new and convenient approach for the preparation of β-cyanoethyl protected trinucleotide phosphoramidites
Janczyk, Matthaeus,Appel, Bettina,Springstubbe, Danilo,Fritz, Hans-Joachim,Mueller, Sabine
, p. 1510 - 1513 (2012/03/22)
Herein we report a convenient approach for the preparation of fully protected trinucleotide synthons to be used for the synthesis of gene libraries. The trinucleotide synthons bear β-cyanoethyl groups at the phosphate residues, and thus can be used in standard oligonucleotide synthesis without additional steps for deprotection and work-up.
Improved and Reliable Synthesis of 3′-Azido-2′,3′ -dideoxyguanosine Derivatives
Timoshchuk, Victor A.,Hogrefe, Richard I.,Vaghefi, Morteza M.
, p. 171 - 181 (2007/10/03)
An improved synthesis of N2-protected-3′-azido-2′ ,3′-dideoxyguinosine 20 and 23 is described. Deoxygenation of 2′-O-alkyl (and/or aryl) sulfonyl-5′-dimethoxytritylguanosine coupled with [1,2]-hydride shift rearrangement gave protected 9-(2-deoxythreo-pentofuranosyl)guanines (10, 12 and 16). This rearrangement was accomplished in high yield with a high degree of stereoselectivity using lithium triisobutylborohydride (L-Selectride R). Compounds 10, 12 and 16 were transformed into 3′-O-mesylates (18 and 21), which can be used for 3′-substitution. The 3′-azido nucleosides were obtained by treatment of 18 and 21 with lithium azide. This procedure is reproducible with a good overall yield.
