Hydroxymethyl polystyrene

Description

• General description: This resin is ideal for the solid phase immobilization of carboxylic acids. Less cross-linking is observed than with Merrifield resin during the attachment of diacids [1]. Reaction with a suitable phosgene equivalent converts this resin to a support suitable for the immobilization of amines [2]. Release of carboxylic acids from this support is normally effected by treatment of the resin with H For TFMSA, or by hydrogenolysis [3]. Alcohols can be liberated by reduction with DIBAL [4] or LiBH4[5]. Methyl esters can be produced by transesterification with MeONa [6] or Ti(OEt)4/CH3CO2Me [7]. Carboxamides are also accessible via Lewis acid catalyzed aminolysis [8].Associated Protocols and Technical Articles Protocols for Loading of Peptide Synthesis Resins Literature references[1] J. M. Goldwasser, et al. (1978) Can. J. Chem., 56,1562.[2] D. J. Burdick, et al. (1993) Tetrahedron Lett., 34,2589.[3] J. M. Schlatter, et al. (1977) Tetrahedron Lett., 2851.[4] M. J. Kurth, et al. (1994) J. Org. Chem., 59,5862. [5] J. M. Stewart & J. D. Young in ′Solid Phase Peptide Synthesis, 2nd Ed.′, Rockford, Illinois, Pierce Chemical Company, 1984, pp. 92.[6] R. Frenette, et al. (1994) Tetrahedron Lett., 35,9177. [7] L. T. Tietze & A. Steinmetz (1996) Angew. Chem. Int. Ed.Engl., 35, 651. [8] D. R. Barn, et al. (1996) TetrahedronLett., 37, 3213.
• Linkage: Replaces: 01-64-0110
• Analysis Note: Color (visual): white to yellow to beigeAppearance of substance (visual): beadsLoading (determined from the substitution of the Fmoc-Leu loaded resin): 0.60 - 1.60 mmol/gSwelling Volume (in DMF): lot specific resultThe polymer matrix is copoly (styrene - 1% DVB) 100 -200 mesh
• Legal Information: Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany