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

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

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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Abstract

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. View Full-Text
Keywords: 1,3,4-oxadiazoles; cyanohydrazides; hydrogen bonds; edge-to-face interactions 1,3,4-oxadiazoles; cyanohydrazides; hydrogen bonds; edge-to-face interactions
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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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