Patent ID: 9035041
Filing Date: 2015-05-19
Classification: A61P,C07H,C12N

Abstract:
1. A process for preparing an oligonucleotide 5′-triphosphate, comprising the steps of: (a) synthesizing an oligonucleotide having a 5′ hydroxyl moiety; (b) reacting the 5′ hydroxyl moiety with a reagent of formula I: wherein R 1 and R 2 are each independently selected from the group consisting of haloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, cycloalkyl, substituted cycloalkyl, heterocycle, substituted heterocycle, acyl, phosphoryl, substituted alkyl acyl, substituted heteroalkyl acyl, substituted aryl acyl or substituted heteroaryl acyl, substituted alkyl phosphoryl, substituted heteroalkyl acyl, substituted aryl phosphoryl, and substituted heteroaryl phosphoryl, to convert the 5′ hydroxyl moiety to a 5′-H-phosphonate; (c) activating the H-phosphonate of step (b) by reacting the H-phosphonate with a silylating agent, a halogenated oxidizing agent, a nitrogen-containing heteroaryl compound, or a combination thereof, to form an activated H-phosphonate; and (d) treating the oligonucleotide having an activated H-phosphonate from step (c) with a poly(alkylammonium)pyrophosphate; to produce an oligonucleotide 5′-triphosphate, wherein in each occurrence, the substituted group is independently selected from the group consisting of alkyl, alkenyl, alkynyl, alkoxy, halo, hydroxy, cyano, nitro, azido, amino, SO