Preparation of Labelled 3-(1-adamantyl)-6-methyl-3-(3-methylbenzyl)[18O]isochroman-1-one

Kód výsledku v IS VaVaI

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Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Preparation of Labelled 3-(1-adamantyl)-6-methyl-3-(3-methylbenzyl)[18O]isochroman-1-one

Popis výsledku v původním jazyce

Isochroman-1-one derivate was detected in crude product of the reaction of adamantane-1-carbonyl chloride with 3-methylbenzylmagnesium chloride. although this reaction is known already for five years,[1] the mechanism of formation of isochromanone derivate is not clarified yet. The most important question is how many oxygen atoms in isochroman-1-one originated from adamantan-1-carbonyl chloride. Because of that, the isotope analysis with labelled H2[18O] was performed. The required labelled [18O]adamantan-1-carbonyl chloride was prepared according to Scheme 1. Maximum available labelling of acylchloride (~50% from ~100% labelled water) was sufficient for ESI MS analysis. Analysing the protonated molecular peak of isolated isochromanone, it was determined that only one labelled oxygen originate from adamantan-1-carbonyl chloride. We have tried to locate specific position of the labelling using tandem mass spectra. Surprisingly, it was found that the labelling was redistributed between b

Název v anglickém jazyce

Preparation of Labelled 3-(1-adamantyl)-6-methyl-3-(3-methylbenzyl)[18O]isochroman-1-one

Popis výsledku anglicky

Isochroman-1-one derivate was detected in crude product of the reaction of adamantane-1-carbonyl chloride with 3-methylbenzylmagnesium chloride. although this reaction is known already for five years,[1] the mechanism of formation of isochromanone derivate is not clarified yet. The most important question is how many oxygen atoms in isochroman-1-one originated from adamantan-1-carbonyl chloride. Because of that, the isotope analysis with labelled H2[18O] was performed. The required labelled [18O]adamantan-1-carbonyl chloride was prepared according to Scheme 1. Maximum available labelling of acylchloride (~50% from ~100% labelled water) was sufficient for ESI MS analysis. Analysing the protonated molecular peak of isolated isochromanone, it was determined that only one labelled oxygen originate from adamantan-1-carbonyl chloride. We have tried to locate specific position of the labelling using tandem mass spectra. Surprisingly, it was found that the labelling was redistributed between b

Druh

O - Ostatní výsledky

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)<br>S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2011

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů