Abstract

The need to find more efficient and cost-effective methods of drug development has led pharmaceutical companies to examine combinatorial means of synthesis. The ability to carry out parallel synthesis by the hundreds of compounds is rapidly advancing synthetic, analytical, and biological research. In this thesis project, peptide derivatives of ethyl paminobenzoate were synthesized via solution phase combinatorial techniques. A total of 27 tri-peptide analogs were produced, using a polymer-supported carbodiimide resin as the coupling agent. The structures of all products and intermediates were confirmed by LC-MS. Two methods were used for sequential deprotection of these analogs. The traditional method using the mild base, piperidine, was used as well as a polymersupported thiophenol method. Upon comparison of both methods, we concluded that the piperidine deprotection afforded a higher yield of the desired unprotected peptide.

Library of Congress Subject Headings

Organic compounds--Synthesis; Combinatorial chemistry

Publication Date

5-1-2003

Document Type

Thesis

Department, Program, or Center

School of Chemistry and Materials Science (COS)

Advisor

Turner, Kay

Comments

Note: imported from RIT’s Digital Media Library running on DSpace to RIT Scholar Works. Physical copy available through RIT's The Wallace Library at: QD262 .S283 2003

Campus

RIT – Main Campus

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