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Title: Research on the synthesis of novel stereoisomers of α-amino acids using glycine equivalent

Abstract:

Unnatural α-Amino acids are important structural parts of many different biologically active compounds and macromolecules. Taking into account their significance the aim of this work was to develop a method of stereoselective synthesis of unnatural cyclic α-amino acid derivatives. It was found, that enantiomers of glycine equivalent (GE), derivative of oxazinone, can be a convenient starting material in the synthesis of these compounds It was decided to investigate the possibility of simultaneous bis-alkylation of GE. In these studies, bis-electrophiles were used as alkylating agents, including the: derivatives of cyclic sulfate or sulfite and halide derivatives and derivatives of cyclic sulfite or sulfate.The study consisted of optimizing the synthesis of the enantiomers of GE, the development of the synthesis of 14 alkylating agents, carrying out alkylation of GE in the presence of previously synthesised bis-electrophiles (4 series of compounds were obtained), hydrolysis of alkylation products to corresponding amino acids and defining the relationship between the structure of bis-electrophiles and the possibility of using them for alkylation of glycine equivalent.

Place of publishing:

Kraków

Level of degree:

2 - studia doktoranckie

Degree discipline:

chemia ; farmacja

Degree grantor:

Uniwersytet Jagielloński - Collegium Medicum. Wydział Farmaceutyczny. Katedra Chemii Farmaceutycznej. Zakład Fizykochemicznej Analizy Leku.

Promoter:

Katarzyna Kulig

Date issued:

2015

Format:

application/pdf

Identifier:

oai:dl.cm-uj.krakow.pl:4083

Call number:

ZB-124538

ControlNumberVIRTUA:

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Language:

pol ; eng

Access rights:

tylko w bibliotece

Location of original object:

Biblioteka Medyczna Uniwersytetu Jagiellońskiego- Collegium Medicum

Object collections:

Last modified:

Jun 25, 2019

In our library since:

May 11, 2016

Number of object content hits:

16

Number of object content views in PDF format

16

All available object's versions:

http://dl.cm-uj.krakow.pl:8080/publication/4083

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ZB-124538 Jun 25, 2019
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