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Crystals 2012, 2(3), 1201-1209; doi:10.3390/cryst2031201

Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate

1,†,* , 2
1 Pharmaceutical Institute, Pharmaceutical Chemistry I, University of Bonn, An der Immenburg 4, Bonn 53121, Germany 2 Laboratory of Inorganic Chemistry, Department of Chemistry, P.O. Box 55, University of Helsinki, Helsinki FIN-00014, Finland Present address: Institut für Radiopharmazie, Helmholtz-Zentrum Dresden-Rossendorf, Bautzner Landstrasse 400, Dresden 01328, Germany.
* Author to whom correspondence should be addressed.
Received: 6 June 2012 / Revised: 20 July 2012 / Accepted: 26 July 2012 / Published: 20 August 2012
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The conversion of Z-phenylalanine hydrazide with cyanogen bromide resulted in the formation of the corresponding 2-amino-1,3,4-oxadiazole by spontaneous cyclization of the intermediary cyanohydrazide. The molecular structure of the product was confirmed by single crystal X-ray diffraction. Crystals of the title compound where obtained from a saturated solution in a mixture of petroleum ether and ethyl acetate and belong to the monoclinic space group P21 with unit cell parameters a = 9.8152(2) Å, b = 9.6305(2) Å, c = 9.8465(2) Å, β = 116.785(1)°. The asymmetric unit contains one molecule.
Keywords: 1,3,4-oxadiazoles; cyanohydrazides; hydrogen bonds; edge-to-face interactions 1,3,4-oxadiazoles; cyanohydrazides; hydrogen bonds; edge-to-face interactions
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Löser, R.; Nieger, M.; Gütschow, M. Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate. Crystals 2012, 2, 1201-1209.

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