The Synthesis and X-ray Studies of 6-pyrrolidinyl-2-triazolyl Purine Arabinonucleoside
Abstract
C(6)-Pyrrolidinyl derivative with triazolyl moiety at
C(2)-position was obtained from 2,6-bis-triazolylpurine
arabinonucleoside via C(6)-regioselective nucleophilic substituon
of 1,2,3-triazolyl moiety with pyrrolidine. The obtained
compound was studied by NMR, X-ray, UV/VIS and emission
spectra. Pyranose form of arabinose residue and α-configuration
of the obtained compound were unambiguously proven by NMR
and X-ray studies.
C(2)-position was obtained from 2,6-bis-triazolylpurine
arabinonucleoside via C(6)-regioselective nucleophilic substituon
of 1,2,3-triazolyl moiety with pyrrolidine. The obtained
compound was studied by NMR, X-ray, UV/VIS and emission
spectra. Pyranose form of arabinose residue and α-configuration
of the obtained compound were unambiguously proven by NMR
and X-ray studies.
Keywords: |
purine arabinonucleosides, 2,6-bis-triazolyl purines, 1,3-dipolar cycloaddition, heteroaromatic nucleophilic substitution, X-ray
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Full Text: |
DOI: 10.7250/msac.2013.007
Cited-By
1. Photophysical and Electrical Properties of Highly Luminescent 2/6-Triazolyl-Substituted Push–Pull Purines
Armands Sebris, Irina Novosjolova, Kaspars Traskovskis, Valdis Kokars, Natalija Tetervenoka, Aivars Vembris, Ma̅ris Turks
ACS Omega vol: 7 issue: 6 first page: 5242 year: 2022
doi: 10.1021/acsomega.1c06359
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