An efficient synthesis of new 2-aminomethyl-1,3,4-oxadiazoles from enantiomeric phenylglycine hydrazides |
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| Authors: | Agnieszka Kudelko Wojciech Zieliński |
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| Institution: | Department of Chemical Organic Technology and Petrochemistry, The Silesian University of Technology, Ul. Krzywoustego 4, PL-44101 Gliwice, Poland |
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| Abstract: | New derivatives of 2-aminomethyl-1,3,4-oxadiazole were synthesized in the reactions of N-protected phenylglycine hydrazides and triethyl orthoesters (orthoformate, orthoacetate, orthopropionate, orthobenzoate) in the presence of glacial acetic acid. Studies on the cleavage reactions of the acid-sensitive N-BOC and N-Ac 1,3,4-oxadiazoles are presented. Spectral characteristics of the compounds and attempts to elucidate the racemization phenomenon observed in products are also discussed. |
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| Keywords: | 2-Aminomethyl-1 3 4-oxadiazole Phenylglycine hydrazides Enantiomers Protecting group Racemization |
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