Dissertations and Theses @ UNI
Availability
Open Access Thesis
Keywords
Verruculotoxin; Peptides--Synthesis; Mycotoxins--Physiological effect;
Abstract
The synthesis of (3S-8aS)-3-benzyl-1-oxo-hexahydro-2Hpyrrolo(1,2-a) pyrazine was desired for further experimentation on its metabolic effects on day old cockerels. This compound was synthesized using available compounds of L-phenylalanine and L-proline. The intermediate compounds synthesized were L-phenylalanine methyl ester hydrochloride , L-phenylalinol, N-carbobenzoxy1-proline, p-nitrophenyl ester of N-carbobenzoxy-L-proline , N-carbobenzoxy-L-prolyl-L-phenylalainol, N-carbobenzoxy-L-prolylL-phenylalinyl chloride , and L- prolyl-L-phenylalinyl chloride. A discussion of methods of peptide linkage with specific emphasis on the carbobenzoxy N-protecting group and the methods for activating the carboxylic acid of the N-protected amino acid is included. Also discussed are the method and problems encountered in the removal of the carbobenzoxy group from this peptide.
Year of Submission
1980
Degree Name
Master of Arts
Department
Department of Chemistry
First Advisor
James MacMillan
Second Advisor
Paul E. Rider
Third Advisor
Clifford G. McCollum
Date Original
1980
Object Description
1 PDF file (81 leaves)
Copyright
©1980 Judy Kay Gantenbein
Language
en
File Format
application/pdf
Recommended Citation
Gantenbein, Judy Kay, "The Synthesis of (3s-8as)-3-Benzyl-1-Oxo-Hexahydro-2H-Pyrrolo (1,2-A)Pyrazine" (1980). Dissertations and Theses @ UNI. 2695.
https://scholarworks.uni.edu/etd/2695
Comments
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