TY - JOUR
T1 - Novel 2- and 5-azido-N-(diphenylcarbamoyl)proline methyl esters. Examples of a novel proline oxidation.
AU - Lynch, V. M.
AU - Hulme, C.
AU - Magnus, P.
AU - Davis, B. E.
PY - 1995/12/15
Y1 - 1995/12/15
N2 - 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.
AB - 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.
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U2 - 10.1107/s0108270195010237
DO - 10.1107/s0108270195010237
M3 - Article
C2 - 8588859
AN - SCOPUS:16144367529
SN - 0108-2701
VL - 51 ( Pt 12)
SP - 2598
EP - 2601
JO - Acta crystallographica. Section C, Crystal structure communications
JF - Acta crystallographica. Section C, Crystal structure communications
ER -