Xia Ran, Sun Liping, Yang Xining
2016
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Journal
Chemical Research and Application
Abstract
The 2-chloroadenosine was synthesized from commercially available 2’,3’,5’-tri-O-acetylguansine in 3 steps and 72%total yield.The C6-Cl was realized by chlorination with POCl3,and the C2-NH2 was transformed into-Cl with t-Bu NO2/ Sb Cl3 system.The selective amination of C6-Cl was carried out in saturated NH3/ CH3 OH accompanying with deacetylation.The presented method avoided the toxic metal catalysts and provided 2-chloroadenosine from cheap and commercially available starting substrates,which made this route attractive for industrial application.