Q92939527
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Alkylation of cyclomaltohexaose (α-cyclodextrin, α-CD) with allyl or cinnamyl bromide, followed by peracetylation of remaining hydroxyl groups and separation of isomers, resulted in the set of peracetylated 2(I)-O-, 3(I)-O- and 6(I)-O-alkylated α-CDs in up to 27% yields. Ozonolysis or oxidative cleavage of peracetylated allyl or cinnamyl derivatives resulted in a complete set of peracetylated 2(I)-O-, 3(I)-O- and 6(I)-O-formylmethyl or carboxymethyl derivatives that are useful precursors for preparation of regioselectively monosubstituted derivatives of α-CD. Moreover, a quick method to recognize single 2(I)-O-, 3(I)-O- and 6(I)-O-monosubstituted peracetylated CDs from one another using only their (1)H NMR spectra has been proposed.
- MeSH
- acetylace MeSH
- aldehydy chemická syntéza MeSH
- alfa-cyklodextriny chemická syntéza chemie izolace a purifikace MeSH
- alkylace MeSH
- katalýza MeSH
- kyseliny karboxylové chemická syntéza MeSH
- magnetická rezonanční spektroskopie MeSH
- oxidace-redukce MeSH
- síran měďnatý chemie MeSH
- sloučeniny ruthenia chemie MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
