Synthesis and crystal structure of benzyl[(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate


Synthesis and crystal structure of benzyl[(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate

Löser, R.; Nieger, M.; Gütschow, M.

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, beta = 116.785 (1)°. The asymmetric unit contains one molecule.

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

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