A METHOD FOR THE QUANTIFICATION OF RESIN LOADING USING F-19 GEL PHASENMR-SPECTROSCOPY AND A NEW METHOD FOR BENZYL ETHER LINKER CLEAVAGE INSOLID-PHASE CHEMISTRY

A simple and efficient method for monitoring and quantifying the exten t of loading onto polymer resin supports for solid-phase synthesis usi ng F-19 gel-phase NMR spectroscopy is described. This assay was utilis ed in the synthesis of an inositol monophosphatase inhibitor on Merrif ield resin. A series of Merrifield resin derived benzylic ethers were prepared and were cleaved from the resin when treated with SnCl4 at ro om temperature to give the expected alcohol, phenol or olefin. This ne w cleavage method was used to remove the inositol monophosphatase inhi bitor from the resin. (C) 1998 Elsevier Science Ltd. All rights reserv ed.