title: Synthesis of 2'-C-beta-methyl-2'-deoxyguanosine.
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.
authors.affiliation: Howard Hughes Medical Institute, Department of Biochemistry & Molecular Biology, University of Chicago, 929 East 57th Street, Chicago, Illinois 60637, USA. nli@uchicago.edu
authors.forename: Nan-Sheng
authors.initials: NS
authors.lastname: Li
authors.forename: Jun
authors.initials: J
authors.lastname: Lu
authors.forename: Joseph A
authors.initials: JA
authors.lastname: Piccirilli
mesh_terms: D003849:Deoxyguanosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006151:Guanosine / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: C551687:2'-C-beta-methyl-2'-deoxyguanosine; D006151:Guanosine; D003849:Deoxyguanosine