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Type: Thesis
Title: Approaches to the asymmetric synthesis of non-steroidal anti-inflammatory drugs / by Robert Christian Griesbach.
Author: Griesbach, Robert Christian
Issue Date: 1996
School/Discipline: Dept. of Organic Chemistry
Abstract: This thesis examines routes for the asymmetric synthesis of three members of the nonsteroidal anti-inflammatory class of drugs (NSAIDs) The aryl propanoic acid ibuprofen is synthesized in 96% e.e. Control of stereochemistry is achieved by use of the Sharpless epoxidation reaction, followed by reduction of the product epoxide by complex hydride with assistance by titanium tetraisopropoxide acting as a Lewis acid. The final step is the coupling of an optically active carboxylic acid intermediate with the iso-butyl side chain to give (S)-ibuprofen.
Dissertation Note: Thesis (Ph.D.)--University of Adelaide, Dept. of Organic Chemistry, 1997?
Subject: Nonsteroidal anti-inflammatory agents Synthesis.
Asymmetric synthesis.
Description: Bibliography: leaves 159-164.
iv, 158 leaves ; 30cm.
Provenance: This electronic version is made publicly available by the University of Adelaide in accordance with its open access policy for student theses. Copyright in this thesis remains with the author. This thesis may incorporate third party material which has been used by the author pursuant to Fair Dealing exception. If you are the author of this thesis and do not wish it to be made publicly available or If you are the owner of any included third party copyright material you wish to be removed from this electronic version, please complete the take down form located at:
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