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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DOI: 10.7250/msac.2013.007
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