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Complete sets of monosubstituted cyclomaltohexaoses (alpha-cyclodextrins) as precursors for further synthesis

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F11%3A10099132" target="_blank" >RIV/00216208:11310/11:10099132 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.carres.2011.08.011" target="_blank" >http://dx.doi.org/10.1016/j.carres.2011.08.011</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.carres.2011.08.011" target="_blank" >10.1016/j.carres.2011.08.011</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Complete sets of monosubstituted cyclomaltohexaoses (alpha-cyclodextrins) as precursors for further synthesis

  • Original language description

    Alkylation of cyclomaltohexaose (alpha-cyclodextrin, alpha-CD) with allyl or cinnamyl bromide, followed by peracetylation of remaining hydroxyl groups and separation of isomers, resulted in the set of peracetylated 2I-O-, 3I-O- and 6I-O-alkylated a-CDs in up to 27% yields. Ozonolysis or oxidative cleavage of peracetylated allyl or cinnamyl derivatives resulted in a complete set of peracetylated 2I-O-, 3I-O- and 6I-Oformylmethyl or carboxymethyl derivatives that are useful precursors for preparation of regioselectively monosubstituted derivatives of alpha-CD. Moreover, a quick method to recognize single 2I-O-, 3I-O- and 6I-Omonosubstituted peracetylated CDs from one another using only their 1H NMR spectra has been proposed.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/KAN200200651" target="_blank" >KAN200200651: Nanoparticulate and supramolecular systems for targeted drug delivery</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2011

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Carbohydrate Research

  • ISSN

    0008-6215

  • e-ISSN

  • Volume of the periodical

    346

  • Issue of the periodical within the volume

    15

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    6

  • Pages from-to

    2374-2379

  • UT code for WoS article

    000296950400008

  • EID of the result in the Scopus database