Crystal structure of tert-butyl 4-[4-(4-fluorophenyl)-2-methylbut-3-yn-2-yl]piperazine-1-carboxylate
| Autor: | Mohit Gupta, Patrick T. Flaherty, Kevin DeBoyace, Peter L.D. Wildfong, Alexander J. Rupprecht, Saloni Patel, Ashwini Gumireddy |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Steric effects
Tert butyl crystal structure propargylamine Crystallography 010405 organic chemistry Cyclohexane conformation General Chemistry Crystal structure propargylamine 010402 general chemistry Condensed Matter Physics Ring (chemistry) 01 natural sciences Medicinal chemistry Research Communications 0104 chemical sciences Crystal Piperazine chemistry.chemical_compound quaternary carbons chemistry QD901-999 General Materials Science Derivative (chemistry) |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 77, Iss 4, Pp 360-365 (2021) Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | A sterically congested piperazine derivative, tert-butyl 4-[4-(4-fluorophenyl)-2-methylbut-3-yn-2-yl]piperazine-1-carboxylate, was prepared using a modified Bruylants approach. Its novel chemistry with a synthetically useful second nitrogen atom on the N-tert-butyl piperazine substructure generates a pharmacologically useful core. The title sterically congested piperazine derivative, C20H27FN2O2, was prepared using a modified Bruylants approach. A search of the Cambridge Structural Database identified 51 compounds possessing an N-tert-butyl piperazine substructure. Of these only 14 were asymmetrically substituted on the piperazine ring and none with a synthetically useful second nitrogen. Given the novel chemistry generating a pharmacologically useful core, determination of the crystal structure for this compound was necessary. The piperazine ring is present in a chair conformation with di-equatorial substitution. Of the two N atoms, one is sp 3 hybridized while the other is sp 2 hybridized. Intermolecular interactions resulting from the crystal packing patterns were investigated using Hirshfeld surface analysis and fingerprint analysis. Directional weak hydrogen-bond-like interactions (C—H⋯O) and C—H⋯π interactions with the dispersion interactions as the major source of attraction are present in the crystal packing. |
| Databáze: | OpenAIRE |
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