- Issue
- Journal of Siberian Federal University. Chemistry. 2026 19 (3)
- Authors
- Balakhnina, Maria V.; Balakhnin, Yuriy A.; Kulagina, Daria A.; Sysolyatin, Sergey V.
- Contact information
- Balakhnina, Maria V.: Institute for Problems of Chemical and Energetic Technologies of the Siberian Branch of the RAS (Biysk, Russian Federation); ; Balakhnin, Yuriy A.:; Kulagina, Daria A. :; Sysolyatin, Sergey V.:
- Keywords
- glycine; phthalimidoacetic acid; hexaazaisowurtzitane; acylation
- Abstract
In the present work, the synthesis of a novel compound, 4,10-di(2-(1,3-dioxoisoindolin-2-yl) acetyl)-2,6,8,12-tetraacetyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane, has been accomplished for the first time. The synthesis was carried out by acylation of tetraacetylhexaazaisowurtzitane with N-phthalimidoacetic acid chloride in acetonitrile, followed by recrystallization from dichloroethane, giving a yield of 68.6 % and a purity of 99.2 % according to HPLC data. The structure of the compound was confirmed by IR and NMR (1H, 13C) spectroscopy, and its composition was verified by elemental analysis. The spectral data unambiguously indicate complete acylation of the nitrogen atoms at positions 4 and 10 of the polycyclic framework and the absence of impurities from unreacted hydroxy or amino groups. The solubility of the compound in a wide range of solvents was studied. The obtained results expand the range of tetraacetylhexaazaisowurtzitane derivatives and open up prospects for subsequent pharmacological screening
- Pages
- 478–485
- EDN
- RFBBBN
- Paper at repository of SibFU
- https://elib.sfu-kras.ru/handle/2311/160137
Journal of Siberian Federal University. Chemistry / Synthesis of 4,10-di(2-(1,3-dioxoisoindolin-2-yl)acetyl)-2,6,8,12- tetraacetyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.03,11.05,9]dodecane
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