Large scale preparation of silicon-functionalized SynPhase Polystyrene lanterns for solid-phase synthesis.
The two-step functionalization of 30,000 SynPhase Polystyrene (PS) Lanterns in a 30-L glass process reactor is described. The first step involves bromination of the polystyrene backbone to afford an aryl bromide handle. Subsequent Suzuki cross coupling with the trialkylborane generated in situ from the reaction of allyldiisopropyl(4-methoxyphenyl)silane and 9-BBN provided an alkylsilyl linker ready for loading of various alcohols for solid-phase synthesis applications.
Ryba
Troy D
TD
Chemical Biology Platform, The Broad Institute of MIT and Harvard, Cambridge, Massachusetts 02142, USA.
Depew
Kristopher M
KM
Marcaurelle
Lisa A
LA
D000438:Alcohols / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003432:Cross-Linking Reagents; D054879:Halogenation; D011137:Polystyrenes / Q000138:chemical synthesis*; D012825:Silicon
D000438:Alcohols; D003432:Cross-Linking Reagents; D011137:Polystyrenes; D012825:Silicon