Synthesis of chiral aziridinyl phosphonates, their biological activities and organocatalytic effect of their phosphonic acid derivatives

Download

index.pdf

Date

2017

Author

Beksultanova, Nurzhan

Metadata

Show full item record

Item Usage Stats

291
views

118
downloads

Aziridines are important three-membered heterocyclic ring systems in synthetic organic chemistry and medicinal chemistry. They can be used as the building blocks for the synthesis of amino acids, amino alcohols, pyrrolidines, pyrroles, lactams, and oxazoles. Aziridinyl phosphonates are attracting more attention in recent years. They are the precursors of α-amino phosphonates that find applications such as enzyme inhibitors and antibacterial agents. One of the methods for the synthesis of these compounds is the Gabriel–Cromwell reaction. In this thesis, it was planned to synthesize new chiral aziridinyl phosphonates using Gabriel-Cromwell reaction and evaluate their biological activities. In addition, it was also planned to convert them into their phosphonic acid derivatives to test their effect on enantioselectivity as organocatalyst for the synthesis of some organic compounds.

Subject Keywords

Catalysts., Phosphonates., Phosphonic acids.

URI

http://etd.lib.metu.edu.tr/upload/12620806/index.pdf
https://hdl.handle.net/11511/26350

Collections

Graduate School of Natural and Applied Sciences, Thesis

Suggestions

OpenMETU
Core

Facile synthesis of (4-nitrophenyl)thio-substituted 1- pyrrolines Korkmaz, Esra; Zora, Metin; Department of Chemistry (2019) The importance of heterocyclic compounds is enormous in synthetic organic chemistry due to their presence in bioactive molecules. Five-membered 1-pyrrolines are one of the most important classes of them. They have recently drawn great attention from synthetic chemists since they have a prominent role for the synthesis of a great number of pharmaceutical molecules. Therefore, there is intense research on their synthesis. In this project, we concentrated on the synthesis of (4-nitrophenyl)thio-substituted 1- ...
Synthesis of 2-aminopyrrole-3-carboxylates via zinc perchlorate mediated annulation of alpha-cyano-gamma-ketoesters with amines Akca, Nazmiye Bihter; Demir, Ayhan Sıtkı; Department of Chemistry (2008) 2-Aminopyrrole-3-carboxylate derivatives are important starting materials for biologically active compounds like pyrrolotriazole, pyrrolotriazine so their synthese has great importance in the synthetic organic chemistry. There are only two methods for the synthesis of 2-aminopyrrole-3-carboxylates in the literature. Therefore, there is a great need for the design and development of a new method for the synthesis of 2-aminopyrrole-3-carboxylates. In this work, 2-aminopyrrole-3-carboxylate derivatives were sy...
Synthesis of 2,3-disubstituted thiophenes from ketoalkynes Vatansever, Erol Can; Balcı, Metin; Department of Chemistry (2013) Synthesis of thiophene containing compounds are of particular interest in synthetic organic chemistry. Besides the importance for synthetic organic chemistry, thiophene derivatives are used in applied research such as drug synthesis and study of functional materials. In this thesis, a new methodology for developing of 2,3-disubstituted thiophenes was developed. This methodology utilizes readily available compounds in a two-step synthesis to provide a facile access to the 2,3-disubstituted thiophenes. In the...
Organocatalytic resolution of racemic alpha azido ketones Canbolat, Eylem; Demir, Ayhan Sıtkı; Department of Chemistry (2012) Chiral cyclic alpha azido ketones are very important compounds in organic chemistry. Because, the reduced forms of them are amino alcohols and these amino alcohols are interesting compounds for their biological activities. They have some pharmaceutical activities such as: potassium channel open up properties, treatment of central nervous system, antihypertensive properties, the agent of dopamin receptor activator, hypolipemic agent and dopamine agonist. These types of compounds have highly acidic alpha-prot...
Synthesis of tempo containing chiral polymers for kinetic resolution of secondary alcohols. Yücel, Ece Ayç; Akdağ, Akın; Department of Chemistry (2020) Optically pure secondary alcohols are important building blocks for the synthesis of chemicals used in pharmaceutical sciences. Kinetic resolution of secondary alcohols through selective oxidation of one enantiomer to the corresponding ketone is a classical and efficient method to obtain enantiopure alcohols. An oxidative kinetic resolution is achieved by exploiting two enantiomers’ unequal rates of oxidation reaction with a chiral reagent or catalyst. The general approach towards a kinetic resolution via a...

Citation Formats

N. Beksultanova, “Synthesis of chiral aziridinyl phosphonates, their biological activities and organocatalytic effect of their phosphonic acid derivatives,” M.S. - Master of Science, Middle East Technical University, 2017.