DARWIN Digitale Dissertationen German Version Strich

FU Berlin
Digitale Dissertation

Frank Schülzchen :
Stereocontrolled Synthesis of Rigid Dipeptide Mimetics and Artificial Prolines
Über die stereokontrollierte Synthese von konformativ fixierten Dipeptidmimetika und unnatürlichen Prolinderivaten

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|Abstract| |Table of Contents| |More Information|

Abstract

Enantiopure 2-oxo-(N-Cbz-amino)-1-azabicyclo[4.3.0]nonane-9-carboxylic acid (AZABIC) methyl and ethyl esters have been synthesized from readily available (R)- and (S)-pyroglutamic esters. Each of the eight possible stereoisomers of this type have been prepared in gram quantities. Furthermore, enantiopure 1-(tert.-Butoxycarbonyl)-5-allylproline tert.-butyl esters, 1-(tert.-Butoxycarbonyl)-5-vinylproline tert.-butyl esters and 1-(tert.-Butoxycarbonyl)-5-[tert.-butoxycarbonyl)methyl]proline ethyl esters have been synthesized in gram quantities using the same reactant (R)-and (S)- pyroglutamic esters.

Table of Contents

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1. Titel
2. Inhalt
3. Allgemeiner Teil
4. Spezieller Teil
5. Experimenteller Teil
6. Anhang
7. Abstract

More Information:

Online available: http://www.diss.fu-berlin.de/2001/74/indexe.html
Language of PhDThesis: german
Keywords: amino acids; peptide mimetics; stereoselection; allylation
DNB-Sachgruppe: 30 Chemie
Date of disputation: 18-May-2001
PhDThesis from: Fachbereich Biologie, Chemie, Pharmazie, Freie Universität Berlin
First Referee: Prof. Dr. Johann Mulzer
Second Referee: Prof. Dr. Hans-Ulrich Reissig
Contact (Author): opal@chemie.fu-berlin.de
Contact (Advisor): mulzer@felix.orc.univie.ac.at
Date created:05-Feb-2002
Date available:05-Feb-2002

 


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