title: Selective synthesis of 7-substituted purines via 7,8-dihydropurines.
abstract: A simple and efficient protocol for the preparation of 7-substituted purines is described. 6- and 2,6-Dihalopurines were N(9)-tritylated and then transformed to 7,8-dihydropurines by DIBAL-H. Subsequent N(7)-alkylation followed by N(9)-trityl deprotection with trifluoroacetic acid was accompanied by spontaneous reoxidation, which led to the 7-substituted purines at 55-88% overall isolated yields.
authors.affiliation: Department of Organic Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic.
authors.forename: Vladislav
authors.initials: V
authors.lastname: Kotek
authors.forename: Naděžda
authors.initials: N
authors.lastname: Chudíková
authors.forename: Tomáš
authors.initials: T
authors.lastname: Tobrman
authors.forename: Dalimil
authors.initials: D
authors.lastname: Dvořák
mesh_terms: D000478:Alkylation; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011687:Purines / Q000138:chemical synthesis*
chemical_list: D011687:Purines; D006859:Hydrogen