863033-41-4

Upstream product

• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 
• 3181-38-2 2',3',5'-tri-O-acetylinosine 
• 6979-94-8 2',3',5'-tri-O-acetyl-guanosine 

Downstream Products

• 3181-38-2 2',3',5'-tri-O-acetylinosine 
• 51-28-5 2,4-Dinitrophenol 
• 73901-01-6 2,4-dinitrobenzenesulfonamide 
• 51549-18-9 (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(benzylamino)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 
• 866325-38-4 1-N-benzyl-2',3',5'-tri-O-acetyladenosine 

Relevant academic research and scientific papers

A novel nucleophilic approach to 1-alkyladenosines. A two-step synthesis of [1-15N]adenosine from inosine

A novel ANRORC mechanism in the reaction of 1-(2,4-dinitrobenzenesulfonyl) inosines with amines has allowed the preparation of 1-alkyladenosines and [1-15N]adenosines in a straightforward way from inosines. The Royal Society of Chemistry 2005.

Advantages of the Ns group in the reactions of N1-SO 2R inosines with benzylamine and with 15NH3

The reactivity of N1-alkylsulfonyl- and N1- arylsulfonyl-2′,3′,5′-tri-O-acetylinosine with benzylamine and with 15NH3, regarding the attack on C2, has been shown to be in the order CF3SO2 (Tf) > 2,4-(NO 2)2C6H3SO2 (DNs) ≥ 4-NO2C6H4SO2 (pNs) ≈ C 6F5SO2 (PFBs) > 2-NO2C 6H4SO2 (Ns) ? CH3SO2 (Ms) > 4-CH3C6H4SO2 (Ts) > 2,4,6-(CH3)3C6H2SO2 (Mts). In spite of its intermediate reactivity, the Ns group is the most appropriate, since in this case the formation of by-products is minimised during the ring-opening and ring-closing steps of the process. Another advantage of the Ns group is thus disclosed.