Novel 2- and 5-Azido-N-(diphenylcarbamoyl)proline Methyl Esters. Examples of a Novel Proline Oxidation

The crystal structures of two azido-substituted proline derivatives are reported. Racemic 2-azido-1-(diphenyl-carbamoyl)proline methyl ester, (I), C19H19N5O3, is resolved upon crystallization from methylene chloride-diethyl ether. The azido moieties are nonlinear with N--N--N angles of 173 (1) and 1...

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Veröffentlicht in:	Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 1995-12, Vol.51 (12), p.2598-2601
Hauptverfasser:	Lynch, V. M., Hulme, C., Magnus, P., Davis, B. E.
Format:	Artikel
Sprache:	eng
Schlagworte:	Aminoacids and peptides Condensed matter: structure, mechanical and thermal properties Crystallography, X-Ray Exact sciences and technology Models, Molecular Organic compounds Oxidation-Reduction Physics Proline - analogs & derivatives Proline - chemistry Structure of solids and liquids crystallography Structure of specific crystalline solids
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Beschreibung
Zusammenfassung:	The crystal structures of two azido-substituted proline derivatives are reported. Racemic 2-azido-1-(diphenyl-carbamoyl)proline methyl ester, (I), C19H19N5O3, is resolved upon crystallization from methylene chloride-diethyl ether. The azido moieties are nonlinear with N--N--N angles of 173 (1) and 170.3 (2) degrees for (I) and (II) [cis-5-azido-N-(diphenylcarbamoyl)proline methyl ester, C19H19N5O3], respectively. Close intramolecular contacts between the carbonyl O atom of the amide and the central N atom of the azido group are found. The contact distances between N7 and O14 are 2.780 (14) and 2.815 (2) A for (I) and (II), respectively.
ISSN:	0108-2701 1600-5759
DOI:	10.1107/S0108270195010237