An Approach to the Total Synthesis of the Protein Phosphatase 1 and 2A Inhibitor Microcystin -Lr
Costerison, Jennifer Riggs
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https://hdl.handle.net/2142/84076
Description
Title
An Approach to the Total Synthesis of the Protein Phosphatase 1 and 2A Inhibitor Microcystin -Lr
Author(s)
Costerison, Jennifer Riggs
Issue Date
2002
Doctoral Committee Chair(s)
Rinehart, Kenneth L., Jr.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
The present study is an investigation of different synthetic routes to the natural product utilizing several protecting group strategies. Extensive studies were required to gain insight into the susceptibility of the intermediates to reaction conditions. This work has led to the first synthetic route to the intermediate microcystin-LR-di-Boc-guanidine which can be converted to a constitutional isomer of microcystin-LR. Mass spectral analysis and HPLC retention time show the presence of microcystin-LR although a clean 1H NMR could not be obtained.
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