Research on the synthesis of novel stereoisomers of α-amino acids using glycine equivalent - Digital Medical Library

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

Author:

Jakubowska, Anna

Date:

Type:

Praca doktorska

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:

Level of degree:

2 - studia doktoranckie

Degree discipline:

chemia ; farmacja

Degree grantor:

Wydział Farmaceutyczny

Promoter:

Kulig, Katarzyna

Date issued:

Identifier:

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

Call number:

Language:

Access rights:

tylko w bibliotece

Subject and keywords:

bis-electrophiles asymmetric synthesis cyclic α-amino acids glycine equivalents

Object collections:

Digital Medical Library > PhD thesis database

Last modified:

Jun 30, 2022

In our library since:

May 11, 2016

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17

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0

All available object's versions:

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

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Edition name	Date
ZB-124538	Jun 30, 2022

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

Jakubowska, Anna

2015

Praca doktorska

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