O6-(Benzotriazol-1-yl)inosine derivatives: a new class of electrophilic nucleosides

ORGN 146

Mahesh K. Lakshman, lakshman@sci.ccny.cuny.edu and Suyeal Bae, sybae@sci.ccny.cuny.edu. Department of Chemistry, The City College and The City University of New York, 138th Street at Convent Avenue, New York, NY 10031
Electrophilic nucleosides are an important class of reagents since they can be converted to other nucleoside analogues by reaction with nucleophiles. We have developed a new class of O6-(benzotriazol-1-yl)inosine derivatives that are versatile electrophilic nucleosides. These compounds are easily prepared in high yields. The mechanism of their formation has been studied by 31P{1H} NMR. A DNA building block has also been prepared and a preliminary evaluation of its use for DNA modification has been performed.