1172-42-5Relevant articles and documents
A Novel Synthesis of Nucleoside 5'-Triphosphates
Mishra, Nrusingha C.,Broom, Arthur D.
, p. 1276 - 1277 (1991)
Facile syntheses of ribonucleoside 5'-triphosphates have been accomplished in good yield (>60percent) in a one-pot reaction of unprotected nucleosides with phosphoryl chloride followed by treatment of the resulting phosphorodichloridate with tri-n-butylammonium phosphate in the presence of dimethylformamide.
Supported Synthesis of Adenosine Nucleotides and Derivatives on a Benzene-Centered Tripodal Soluble Support
Appy, Lucie,Peyrottes, Suzanne,Roy, Béatrice
, (2021/06/23)
The first soluble-phase synthesis of adenosine nucleotides including α,β and β,γ-methylene bisphosphonate analogues on a multi-pod support is reported. Anchoring of a 2’,3’-protected purine nucleoside to the tripodal support via the nucleobase was successfully achieved using a microwave assisted Cu(I)-catalyzed azide-alkyne cycloaddition. Then, phosphorylation was performed, followed by cleavage with aqueous ammonia to provide adenine derivatives, and finally deprotection. When using benzylamine instead of ammonia, a derivative with N6-benzylamine adenine as nucleobase was obtained. This methodology allows to access adenosine 5’-mono, di and triphosphates, as well as various analogues of pharmacological interest in modest to good yields.
A procedure for the preparation and isolation of nucleoside-5′-diphosphates
Korhonen, Heidi J.,Bolt, Hannah L.,Hodgson, David R. W.
, p. 469 - 472 (2015/06/08)
Tris[bis(triphenylphosphoranylidene)ammonium] pyrophosphate (PPN pyrophosphate) was used in the SN2 displacements of the tosylate ion from 5′-tosylnucleosides to afford nucleoside-5′-diphosphates. Selective precipitation permitted the direct isolation of nucleoside-5′-diphosphates from crude reaction mixtures.
