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The synthesis of the new 3-piperidinol chiral building blocks from substituted pyridines and the synthesis of new vitamin C analogues

URN to cite this document: urn:nbn:de:bvb:355-opus-5637

Zhao, Changkuo (2006) The synthesis of the new 3-piperidinol chiral building blocks from substituted pyridines and the synthesis of new vitamin C analogues. PhD, Universität Regensburg

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Abstract (English)

Through esterification, benzylation, oxidation with m-CPBA and subsequent rearrangement reaction, 3-hydroxypicolinic acid could be converted to the key intermediate, 3-benzyloxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid methyl ester (1), which could be transformed into new 3-piperidinol chiral building blocks. A new facile method for the synthesis of new vitamin C analogue (2) was developed. ...

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Translation of the abstract (German)

Durch Veresterung, Benzylierung, Oxidation mit m-CPBA und nachfolgender Umlagerungsreaktion konnte 3-Hydroxy-picolinsäure in das Schlüssel Reagenz 3-benyzloxy-6-(1H)-pyridon-2-carbonsäuremethylester (1) umgewandelt werden. Welches wiederum zu einem neuen chiralen 3-Piperidinol Grundgerüst umgesetzt werden konnte. Es wurde eine neue und einfache Methode für die Synthese von Vitamin C Analoga (2) ...

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Export bibliographical data



Item Type:Thesis of the University of Regensburg (PhD)
Date:22 October 2006
Referee:Oliver (Prof. Dr.) Reiser
Date of exam:18 August 2005
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Keywords:Piperidinderivate , Chemische Synthese , Pyridinderivate , Synthon , Vitamin C , Analoga , , 3-piperidinol , vitamin C , analogue
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Universitätsbibliothek Regensburg
Deposited On:27 Oct 2009 07:41
Last Modified:13 Mar 2014 11:35
Item ID:10399
Owner Only: item control page

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