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Synthesis of new classes of boron-containing nucleotides
1Paul M. Gross Chemical Laboratory, Department of Chemistry, Duke University, Durham, North Carolina 27708-0346, USA.
Nucleosides, Nucleotides & Nucleic Acids
|September 21, 2001
Abstract:
Four different types of boron-modified nucleotides are reported: P-boranophosphorothioates, P-cyanoboranophosphates, P-boranomethylphosphonates, and P3'-N5'-boranophosphoramidates. Synthesis of dinucleoside borano-phosphorothioates and nucleoside P-borano-P-thiomonophosphates via a lithium sulfide method is described. The Li2S method also provides an alternative way to synthesize phosphorothioates through a dinitrophenyl P(V) phosphotriester precursor. The mechanism of Li2S substitution was investigated.