Abstract

Combinatorial chemistry is a means of rapidly generating large numbers of diverse molecules for the identification of novel molecular properties. This study will describe the attempt to synthesize, characterize and purify of a library of tertiary amine derivatives of ethyl p-aminobenzoate by solution-phase combinatorial synthesis. In this study, indirect reductive amination and subsequent alkylation of ethyl p-aminobenzoate is expected to produce thirty-five structurally related analogs. HPLC and LC-MS analysis of the resultant library however, shows that reduction of the imine intermediates with sodium triacetoxyborohydride also results in reduction of the ester functionality which prevents the subsequent alkylation reaction. A mechanism for these results will be proposed.

Library of Congress Subject Headings

Combinatorial chemistry; Organic compounds--Synthesis

Publication Date

8-1-2002

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 .H379 2002

Campus

RIT – Main Campus

Share

COinS