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Free Radicals in Chemical Biology: from Chemical Behavior to Biomarker Development
Published on: April 15, 2013
Synthesis of 2'-C-beta-methyl-2'-deoxyguanosine
Nan-Sheng Li1, Jun Lu, Joseph A Piccirilli
1Howard Hughes Medical Institute, Department of Biochemistry & Molecular Biology, University of Chicago, 929 East 57th Street, Chicago, Illinois 60637, USA. nli@uchicago.edu
Abstract:
We describe two approaches for the synthesis of 2'-C-beta-methyl-2'-deoxyguanosine (3) via 2'-radical deoxygenation. One approach starts from 1,3,5-tri-O-benzoyl-alpha-d-ribofuranose (6) and gives 3 in 11 steps with 9.7% overall yield. The second approach starts from guanosine and gives 3 in 8 steps with 23% overall yield.
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