Nucleosides Nucleotides Nucleic Acids
June 2021
The lack of effective methods to perform direct β-selective glycosylation reactions with 2-deoxy-1,4-dithio-D--pentofuranosides has long been a significant stumbling block for the multi-gram synthesis of 4'-thio-2'-deoxy nucleosides. In addition, previously reported methods for the preparation of appropriately substituted 2-deoxy-1,4-dithio-D--pentofuranosides have proven problematic for large scale synthesis. To address these issues, herein we describe the modification and optimization of previously reported methods to allow for the convenient large scale synthesis of benzyl substituted 2-deoxy-1,4-dithio-D--pentofuranosides.
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