Argonaut Quest Training Workshop 2 (pdf) - Artisan Scientific

This is an excellent resin for the production of carboxylicacid derivatives since acylsulfonamides arestable to both strongly basic and acidic conditionsand are only activated for cleavage under a narrowrange of conditions. This linker system has beensuccessf~illy utilized by Ellman and co-workers in theelaboration of a phenylacetic acid core using a tandemSuzuki reaction/enolate alkylation protocol.'Chemical Name: Arylsulfonamide polystyreneCapacity: 0.9 - 1.3 mmol/g (determined by sulfuranalysis)Bead Size: 100 - 200 mesh (75 - 150 microns)Resin Swelling: CH,CI, (3.7 mL/g),THF (7.1mL/g), DMF (7.1 mL/g)Linker Functionality: AcidsReaction Conditions Tolerated: Acidic, basicTypical Cleavage Conditions: Activation/cleavageis effected by alkylation with (trimethylsi-1yl)diazomethane or iodoacetonitrile, followedby treatment with a nucleophile (amine, hydroxide,etc.) to release a carboxylic acid derivative(e.g., amide).l [A]Products: Acids, amides, estersRecommended Agitation. Gentle magneticstirring, rocking, or overhead stirring for largeresin quantities (> 5g)References1. Backes, B.J.; Ellman, J.A.J Am. Chem. Soc. 1994,116,11171.[A] Loaded by analogy to ArgoGel-AS-SO,NH,.(ArgoGel-AS- S02NH2 Data Sheet DS-005,Argonaut Technologies.)Part #Qty800354 10 g800304 25 .!3800305 100 g800331 50 #3 ArgoCaps800332 100 #3 ArgoCaps800333 500 #3 ArgoCaps800334 1000 #3 ArgoCaps800347 50 #5 ArgoCaps800348 100 #5 ArgoCaps800349 500 #5 ArgoCaps800350 1000 #5 ArgoCapsArtisan Technology Group - Quality Instrumentation ... Guaranteed | (888) 88-SOURCE | www.artisantg.com