Copper-free solid-phase synthesis of triazolo[1,5-a][1,4]diazepin-6-ones

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F21%3A73608268" target="_blank" >RIV/61989592:15310/21:73608268 - isvavai.cz</a>
Result on the web
<a href="https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202001403" target="_blank" >https://onlinelibrary.wiley.com/doi/epdf/10.1002/adsc.202001403</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/adsc.202001403" target="_blank" >10.1002/adsc.202001403</a>

Result language
angličtina
Original language name
Copper-free solid-phase synthesis of triazolo[1,5-a][1,4]diazepin-6-ones
Original language description
Synthesis of triazolo[1,5-a][1,4]diazepin-6-ones on solid support is reported in this article. Amino acids immobilized on Wang resin were nosylated and alkylated with propargyl alcohol, but-2-yn-1-ol or different 3-phenylprop-2-yn-1-ols using Mitsunobu alkylation conditions. After denosylation, acylation with Fmoc-azidoalanine yielded linear precursors that were thermally cyclized on resin to give immobilized triazolodiazepinones. After cleavage from the polymer support, the target compounds were obtained in high crude purities and good overall yields. Furthermore, the synthetic approach was applied to convenient solid-phase synthesis of oligopeptide containing the triazolodiazepinone moiety as the peptidomimetic heterocyclic constraint.
Czech name
—
Czech description
—

Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/GA19-23972S" target="_blank" >GA19-23972S: Multi-FRET fluorescent probes responding to hydrolases</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)