title: Toward the next-generation drug delivery vehicle: synthesis of a dendrimer with four orthogonally reactive groups.
abstract: The synthesis of a dendrimer based on melamine that displays multiple copies of four orthogonally reactive groups, three on the surface and one on the interior, is described. The three groups on the surface are nucleophilic and include four free hydroxyl groups, four hydroxyl groups masked as tert-butyldiphenylsilyl (TBDPS) ethers, and 16 amines masked as tert-butoxycarbonyl (BOC) groups. The core of the dendrimer displays two electrophilic monochlorotriazines. The dendrimer is available in seven linear steps (eight total steps) at 55% overall yield for the longest linear sequence.
authors.affiliation: Department of Chemistry, Texas A&M University, College Station, Texas 77843-3255, USA.
authors.forename: Jongdoo
authors.initials: J
authors.lastname: Lim
authors.forename: Eric E
authors.initials: EE
authors.lastname: Simanek
mesh_terms: D000588:Amines / Q000737:chemistry; D001665:Binding Sites; D016503:Drug Delivery Systems / Q000379:methods; D005563:Formic Acid Esters / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D012833:Siloxanes / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000588:Amines; D005563:Formic Acid Esters; D012833:Siloxanes; C000345:t-butyloxycarbonyl group