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

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28110%2F11%3A43867175" target="_blank" >RIV/70883521:28110/11:43867175 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

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

  • Original language description

    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

  • Czech name

  • Czech description

Classification

  • Type

    O - Miscellaneous

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • Continuities

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

Others

  • Publication year

    2011

  • Confidentiality

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