diplomsko delo
Andreja Krušič (Author), Uroš Grošelj (Mentor)

Abstract

Iz N-(2-cikloheptiletil)-3-(1H-indol-3-il)propanamida sem v dveh korakih pripravila amin N-(3-(1H-indol-3-il)propil)-N-(2-cikloheptiletil)butan-1-amin (η = 30 %), ki sem ga uspešno pretvorila v amonijevo sol N-(3-(1H-indol-3-il)propil)-N-(2-cikloheptiletil)-N-metilbutan-1-amonijev jodid (η = 54 %). 1H-pirolo[2,3-b]piridin sem v dveh korakih pretvorila v 2-okso-2-(1H-pirolo[2,3-b]piridin-3-il)etanojsko kislino (η = 2 %). Iz naftalen-1- in naftalen-2-karbaldehida sem v štirih stopnjah pripravila ustrezna terciarna amina, N-(2-cikloheptiletil)-N-(3-(naftalen-1-il)propil)butan-1-amin (η = 5 %) in N-(2-cikloheptiletil)-N-(3-(naftalen-2-il)propil)butan-1-amin (η = 2 %). Končnim produktom smo določili stopnjo inhibicije humane butirilholinesteraze (hBChE).

Keywords

organska sinteza;butirilholinesteraza;zaviralci;indol;naftalen;7-azaindol;elektrofilna aromatska substitucija;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [A. Krušič]
UDC: 547.651:547.75(043.2)
COBISS: 28329475 Link will open in a new window
Views: 391
Downloads: 70
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Other data

Secondary language: English
Secondary title: Synthesis of indole- and naphthalene-based butyrylcholinesterase inhibitors
Secondary abstract: N-(2-Cycloheptylethyl)-3-(1H-indol-3-yl)propanamide was transformed in two synthetic steps into N-(3-(1H-indol-3-yl)propyl)-N-(2-cycloheptylethyl)butan-1-amine (η = 30 %), which was then successfully transformed into quaternary ammonium salt N-(3-(1H-indol-3-yl)propyl)-N-(2-cycloheptylethyl)-N-methylbutan-1-aminium iodide (η = 54 %). 1H-Pyrrolo[2,3-b]pyridine was transformed into 2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetic acid in two synthetic steps (η = 2 %). Naphthalene-1- and naphthalene-2-carbaldehyde were transformed in four synthetic steps into the corresponding tertiary amines, N-(2-cycloheptylethyl)-N-(3-(naphthalen-1-yl)propyl)butan-1-amine (η = 5 %) and N-(2-cycloheptylethyl)-N-(3-(naphthalen-2-yl)propyl)butan-1-amine (η = 2 %). Final products were tested for activity against human butyrylcholinesterase (hBChE).
Secondary keywords: inhibitors;butyrylcholinesterase;indole;naphthalene;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo
Pages: 61 str.
ID: 12029420