Synthesis, characterization, X-ray diffraction studies and biological evaluation of tert-butyl 4-(2-ethoxy-2-oxoethyl)-piperazine-1-carboxylate and tert-butyl 4-(2-hydrazino-2-oxoethyl)piperazine-1-carboxylate.
In: Research on Chemical Intermediates, Jg. 42 (2016-10-01), Heft 10, S. 7375-7396
Online
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Zugriff:
Two derivatives of N-Boc piperazine, an ester derivative, i.e., tert-butyl 4-(2-ethoxy-2-oxoethyl)-piperazine-1-carboxylate (1), and, a hydrazide derivative tert-butyl 4-(2-hydrazino-2-oxoethyl)piperazine-1-carboxylate (2) were synthesized and were characterized by FT-IR, H & C NMR and LCMS spectroscopic studies. The structures of both 1 and 2 were further confirmed by single crystal X-ray diffraction analysis. The molecule of 1 is linear in shape with the ethyl acetate moiety adopting fully extended conformation, while the molecule of 2 is L-shaped with the molecule being twisted at the C10 atom. The crystal structure of 1 adopts a two-dimensional zig-zag architecture featuring C-H...O intermolecular interactions, while that of 2 features strong N-H...O hydrogen bonds and intermolecular interactions of the type N-H...N and C-H...N, resulting in a two-dimensional structure. Furthermore, a detailed analysis of the intermolecular interactions and crystal packing of 1 and 2 via Hirshfeld surface analysis and fingerprint plots was performed. The antibacterial and antifungal activities of both the compounds have been studied against several microorganisms, and were found to be moderately active. [ABSTRACT FROM AUTHOR]
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Titel: |
Synthesis, characterization, X-ray diffraction studies and biological evaluation of tert-butyl 4-(2-ethoxy-2-oxoethyl)-piperazine-1-carboxylate and tert-butyl 4-(2-hydrazino-2-oxoethyl)piperazine-1-carboxylate.
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Autor/in / Beteiligte Person: | Kulkarni, Bhuvan ; Thimmappaiah, Sharada ; Padigar, Harisha ; Adimule, Suchetan ; Shivalingegowda, Naveen ; Neratur, Lokanath ; Kumsi, Manjunatha |
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Zeitschrift: | Research on Chemical Intermediates, Jg. 42 (2016-10-01), Heft 10, S. 7375-7396 |
Veröffentlichung: | 2016 |
Medientyp: | academicJournal |
ISSN: | 0922-6168 (print) |
DOI: | 10.1007/s11164-016-2542-7 |
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