56772-26-0Relevant articles and documents
4'-PHOSPHATE ANALOGS AND OLIGONUCLEOTIDES COMPRISING THE SAME
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Paragraph 00366, (2018/03/25)
Disclosed herein are oligonucleotides, such as nucleic acid inhibitor molecules, having a 4'-phosphate analog and methods of using the same, for example, to modulate the expression of a target gene in a cell. The phosphate analogs are bound to the 4'-carbon of the sugar moiety (e.g., a ribose or deoxyribose or analog thereof) of the 5'-terminal nucleotide of an oligonucleotide. Typically, the phosphate analog is an oxymethylphosphonate, where the oxygen atom of the oxymethyl group is bound to the 4'-carbon of the sugar moiety or analog thereof.
Synthesis of the Phosphonate Isostere of Carbocyclic 5-Bromovinyldeoxyuridine Monophosphate
Coe, Diane M.,Garofalo, Antonio,Roberts, Stanley M.,Storer, Richard,Thorpe, Andrew J.
, p. 3061 - 3064 (2007/10/02)
The nucleotide analogue 5 has been synthesized, via formation of the diol 11, and has been shown to be inactive against HSV in vitro.Resolution of the intermediate diol 11 was effected using a highly stereoselective enzyme-catalysed acetylation.
REASSIGNMENT OF CONFIGURATIONS FOR 5-BROMO-2,3-DIOXABICYCLOHEPTANES AND ITS MECHANISTIC IMPLICATIONS
Bloodworth, A. J.,Eggelte, H. J.
, p. 169 - 172 (2007/10/02)
The configuration of the 5-bromo-2,3-dioxabicycloheptane obtained by treating 3,4-dibromocyclopentyl hydroperoxide with AgO2CCF3 and that of the isomer obtained using Ag2O have been reassigned after identifying which 4-bromocyclopentane-1,3-diol is obtained from each upon catalytic hydrogenation.This implies a bromonium ion mechanism for the AgO2CCF3-induced dioxabicyclization in contrast to the SN2-type displacements found for related compounds.
