Argonaut Quest Training Workshop 2 (pdf) - Artisan Scientific

PRODUCT INFORMATIONProduct: PS- WangRecommended Agitation: Gentle magnetic stirring,rocking, or overhead stirring for large resinquantities (> 5g)Chemical Name: [4-(Hydroxymethy1)phenoxy]methyl polystyreneCapacity: 1.0 - 1.4 mmol/g (determined by Wquantification of Fmoc chromophore after loadingFmoc-glycine)Bead Size: 100 - 200 mesh (75 - 150 microns)Resin Swelling: CH2Cl2 (6.3 mL/g),THF (8.0mL/g), DMF (7.0 mL/g)Linker Functionality: Acids, amines, phenolsReaction Conditions Tolerated: Mildly acidic,neutral, mildly basicvpical Cleavage Conditions: Ester and carbamatelinked products and generally cleaved withtrifluoroacetic acid/dichloromethane mixtures.Carbamate cleavage via amine-mediated cyclizationto hydantoinsl and quinazoline-2,4-diones2has also been effected.Products: Acids, amines, phenolsThis resin is modified with p-hydroxybenzyl alcohol(commonly known as Wang linker). Carboxylic acidderivatives are readily coupled onto PS-Wang usingDMAP-catalyzed esterification conditions (e.g., diisopropylcarbodiimide (DIC)/methylene chloride/cat.DMAP).Amines can also be attached to PS-Wangusing the 4-nitrophenyl carbonate derivative. 'J [A]PS-Wang may also be used as an effective linker forphenols; in this case the Mitsunobu reaction is thepreferred method to load the resh3References1. Dressman, H.A. ; Spangle, L.A.; Kaldor, S.W.Tetrahedron Lett. 1996,j 7,937.2. Gouilleux, L.J.; Fehrentz, J.A.;Winternitz, E; Martinez,J., Tetrahedron Lett. 1996,37,7031.3. elf: (a) Krchnak,V; Flegelova, 2.; Weichse1,A.S.; Lebl,M., Tetrahedron Lett. 1995,.?6,6193. (b) Rano,T.A. ; Chapman, K.T., Tetrahedron Lett. 1995,36,3789.[A] The preparation of the nitrophenyl carbonatederivative of the resin and the subsequent loadingwith amines is performed by analogy to ArgoGel--Wang. (ArgoGel-Wang Data Sheet DS-006,ArgonautTechnologies)Part #Q~Y800351 10 g800295 25 g800296 100 g800319 50 #3 ArgoCaps800320 100 #3 ArgoCaps800321 500 #3 ArgoCaps800322 1000 #3 ArgoCaps800335 50 #5 ArgoCaps800336 100 #5 ArgoCaps800337 500 #5 ArgoCaps800338 1000 #5 ArgoCapsArtisan Technology Group - Quality Instrumentation ... Guaranteed | (888) 88-SOURCE | www.artisantg.com