The synthesis of a combinatorial library of a-amide sulfone derivatives of phenylalanine was achieved using a solid phase synthesis approach. A multistep reaction sequence was used to introduce two sites of diversity, beginning with phenylalanine as the template attached to ArgoGel-Wang resin. The initial solid phase reaction studies were monitored using nanoprobe NMR and the reaction progress for library synthesis was monitored using a duplicate of one of library members as an analytical control sample. The complete library was evaluated by HPLC-DAD and HPLC-MS analysis of cleaved products. Selected members of the library were characterized using FAB MS/MS and !H NMR. All of the library compounds were synthesized and shown to be the correct desired products. The purity of the library compounds ranged from 3 1 .4% to 88.8% based on area % using HPLC.

Library of Congress Subject Headings

Combinatorial chemistry; Phenylalanine

Publication Date


Document Type


Department, Program, or Center

School of Chemistry and Materials Science (COS)


Turner, Kay


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