Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate
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...
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MDPI AG
2012-08-01
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author | Reik Löser Martin Nieger Michael Gütschow |
author_facet | Reik Löser Martin Nieger Michael Gütschow |
author_sort | Reik Löser |
collection | DOAJ |
description | 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. |
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issn | 2073-4352 |
language | English |
last_indexed | 2024-04-11T18:26:16Z |
publishDate | 2012-08-01 |
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spelling | doaj.art-4114e85fbda34e50aa1763d078e7cefd2022-12-22T04:09:37ZengMDPI AGCrystals2073-43522012-08-01231201120910.3390/cryst2031201Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamateReik LöserMartin NiegerMichael GütschowThe 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.http://www.mdpi.com/2073-4352/2/3/12011,3,4-oxadiazolescyanohydrazideshydrogen bondsedge-to-face interactions |
spellingShingle | Reik Löser Martin Nieger Michael Gütschow Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate Crystals 1,3,4-oxadiazoles cyanohydrazides hydrogen bonds edge-to-face interactions |
title | Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate |
title_full | Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate |
title_fullStr | Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate |
title_full_unstemmed | Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate |
title_short | Synthesis and Crystal Structure of Benzyl [(1S)-1-(5-amino-1,3,4-oxadiazol-2-yl)-2-phenylethyl]carbamate |
title_sort | synthesis and crystal structure of benzyl 1s 1 5 amino 1 3 4 oxadiazol 2 yl 2 phenylethyl carbamate |
topic | 1,3,4-oxadiazoles cyanohydrazides hydrogen bonds edge-to-face interactions |
url | http://www.mdpi.com/2073-4352/2/3/1201 |
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