2-(4-Bromomethylphenoxy)ethyl polystyrene HL

This versatile support is an excellent tool for the solid phase immobilization of carboxylic acids, amines and alcohols. Acids are attached by treating the resin with the appropriate DIPEA salt in DMF in the presence of CsI ^[1,2]. Reaction with aryl and alkyl amines provides resin-bound secondary amines. These can be readily acylated to give sulfonamides or anilides that can be cleaved with 95% TFA. Since this resin does not contain a benzylic ether linkage, it gives cleaner products than similar supports derived from Wang resin, free from impurities arising from breakdown of the linker. For examples using a similar resin, please see ^[1,2,3,4].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

^[1] J. W. Corbett, et al. (1997) Bioorg. Med. Chem. Lett., 7,1371.
^[2] G. A. Morales, et al. (1998) J. Org. Chem., 63,1172.
^[3] K. Ngu & D. V. Patel (1997) Tetrahedron Lett., 38, 973.
^[4] B. Raju & T. P. Kogan (1997) Tetrahedron Lett., 38, 4965.

Replaces: 01-64-0400

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Swelling Volume (in DMF): lot specific result
Loading (determined by elemntal analysis of bromine): 0.80 - 1.30 mmol/g
The polymer matrix is copoly (styrene - 1 % DVB), 100 - 200 mesh

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